505 S Bay, Anna Maria, FL 34216 What You'll Love About This Home: Location! On a Canal! Quick Walk to Bay! 5 Bedrooms / 5 Bathrooms 4 King Beds, 1 Set of Triple Bunkbeds (4 twin beds in this room) Private Heated Pool Pool Loungers & Adirondack Chairs Furnished, Covered Poolside Lounge Area with TV Ping Pong & Corn Hole 2 Large Porches Overlooking Tampa Bay with Gorgeous Water Views Private Dock for Kayak & Paddle Board Launch (not large enough for boats) Elevator (all floors) Grill VR21-000008 The space Reel Deal by Anna Maria Life Vacation Rentals 505 S Bay, Anna Maria, FL 34216  With multiple balconies and lanais, including two overlooking Tampa Bay, this is the Reel Deal. Lovely outdoor spaces, spacious living areas, and a gorgeous pool and backyard on a canal! What more could you ask for?  The main living level features 3 bedrooms, two with a king bed and the third with a twin bed and a triple twin bunkbed. The remaining two bedrooms are located on the third floor. Each bedroom includes a TV and crisp linens and plush towels from our professional linen company.  Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  A sparkling, heated pool with pool loungers, and an outdoor shower are highlights of the main pool level. The covered poolside lounge area includes a TV. Additional outdoor amenities include a gas grill and outdoor patio dining table for eight.  Guests will love the ping pong table and corn hole set and relaxing on the private dock on one of AMI's gorgeous canals. Paddleboards and Kayaks can be easily launched from the dock. .  Reel Deal is easy walking distance to the many shops and restaurants of Pine Ave. The free island trolley stops at the AMI City Pier and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation.  Bedroom 1 - King Bed, Ensuite Bathroom, TV, Balcony Access - 2nd Floor Bedroom 2 - Twin Bed, Triple Bunk Bed, Ensuite Bathroom, TV - 2nd Floor Bedroom 3 - King Bed, Bathroom, TV - 2nd Floor Bedroom 4 - King Bed, Ensuite Bathroom, TV - 3rd Floor Bedroom 5 - King Bed, Ensuite Bathroom, TV - 3rd Floor  Please note: Pets are not allowed in this home. The dock is perfect for launching kayaks and paddleboards but is not long enough for boats. The water is also too shallow to dock a boat. Amenities are subject to change. Other things to note Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

Reel Deal: Water Views, Elevator, Pool

Bridgeview:Bayfront with sweeping views, sleeps 12

☀️ Vitamin Sea by Beach Retreats Vacation Rentals 📍 146 Crescent Dr, Anna Maria, FL 34216 Welcome to Vitamin Sea, a stunning 5-bedroom, 5-bath luxury retreat located on the coveted north end of Anna Maria Island, just a 10-minute stroll to Bean Point Beach. With a private dock, heated saltwater pool and spa, elevator, and multiple balconies, this home has everything you need for the ultimate coastal getaway. Perfect for families and groups of up to 12 guests The space Single family home. 5 bedrooms, 5 bathrooms, sleeps 12.  1st floor is the garage and foyer area. 2nd floor is kitchen level and has 3 bedrooms  3rd floor has 2 bedrooms. 4 beach chairs, beach wagon, beach umbrella. Guest access Keyless entry Other things to note Pool is serviced twice a week, weather permitting. Pools are serviced by outside vendor. We do provide a net to skim the pool for debris.

Vitamin Sea managed by Beach Retreats

Southern Exposure by Anna Maria Vacations Home in Anna Maria, FL VRC16-000065 Welcome to Southern Exposure by Anna Maria Vacations, a five bedroom, four and a half bath luxury home perfectly located on the prestigious north end of Anna Maria Island. A 7-minute walk from the beach, this retreat combines coastal elegance with laid-back island comfort. Enjoy a private heated pool and hot tub, elevator access, and multiple balconies where you can unwind with your morning coffee or evening The space Highlights • 7-minute walk to the beach • 5 Bedrooms / 4 Bathrooms • 3 King beds, 1 Queen bed, 1 Twin-over-Twin bunk, 1 Queen sleeper sofa • Private heated pool and hot tub • Ping pong table and outdoor lounge area • Elevator and multiple balconies • One block from Pine Avenue’s shops and restaurants • Washer and dryer • Professional Linen Program included • 4 Parking spots Discover outdoor living at its finest. The tropical pool area invites you to soak up the Florida sunshine or relax beneath the covered patio while the kids splash in the pool. The built-in bistro table is perfect for snacks and refreshments, and the hot tub offers the ideal way to unwind after a day on the sand. Challenge friends to a ping pong match or gather on the outdoor sectional for a family movie night under the island breeze. Every detail at Southern Exposure was designed to make guests feel at home in paradise. Step inside and be greeted by a bright, open floor plan that flows seamlessly from the living room to the dining area and kitchen. The coastal decor and natural light set the perfect tone for a relaxing stay. The living room features plush seating, TV, and a wet bar with a wine fridge, creating an inviting space to unwind after exploring the island. The chef’s kitchen is fully equipped with stainless steel appliances, ample counter space, and barstool seating for casual dining. A colorful dining area and covered pool deck provide additional spots to enjoy meals together. The primary suite is a tranquil retreat featuring a king bed, balcony access, and a spa-inspired ensuite with a soaking tub, double vanity, and walk-in shower. Two additional king bedrooms and a queen bedroom each include ensuite bathrooms with walk-in showers, ensuring comfort and privacy for all guests. The fifth bedroom includes twin-over-twin bunk beds and a queen sleeper sofa, making it ideal as a playroom or flexible family space. Room Details -Primary Bedroom: King bed, ensuite with soaking tub and walk-in shower -Second Bedroom: King bed, ensuite with walk-in shower -Third Bedroom: King bed, ensuite with walk-in shower -Fourth Bedroom: Queen bed, ensuite with walk-in shower -Fifth Bedroom: Twin-over-Twin bunk beds and Queen sleeper sofa Located between the Gulf and Bay, Southern Exposure offers easy access to both calm bay waters and the white sand beaches of Anna Maria Island. Spend your mornings beachcombing, afternoons paddleboarding, and evenings dining along Pine Avenue, just a short stroll away. For guests wanting to explore further, hop on the island trolley or rent a golf cart to experience all seven miles of island beauty. With its heated pool and spa, elevator, and prime location near the beach and Pine Avenue, Southern Exposure by Anna Maria Vacations is the ideal home for families and groups seeking the perfect balance of comfort and coastal charm. Book your stay today with Anna Maria Vacations and experience the best of Anna Maria Island living at Southern Exposure! Other things to note This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

Luxury Home with Elevator, Pool, and Spa!

A chic, upscale 5-bedroom, 4.5-bath oasis just steps from the white sands of AMI. Lovingly designed for large families and groups, it features a heated pool, spa, and game area with ping-pong and darts. Relax on spacious verandas under swaying palms or enjoy alfresco dining with a BBQ and covered seating. Inside, the gourmet kitchen offers marble counters and high-end appliances. With king suites, bunk rooms, and generous living space, this retreat blends coastal elegance with modern comfort. The space Coastal Couture by AMI Locals 103 Park Ave, Anna Maria, FL 34216 VR21-000085 Welcome to Coastal Couture, a coastal chic 5 bedroom, 4.5 bath luxury beach home on the north end of Anna Maria Island. You are about a 1-minute walk to Anna Maria Beach and close to Pine Avenue for boutiques, cafes, bike paths, and golf cart rentals. Designed for stylish getaways and multi-family stays, this modern retreat features a private heated pool, spa and fun game amenities for effortless island days. Highlights -1-minute walk to Anna Maria Beach -5 Bedrooms / 4.5 Bathrooms -3 Kings, 2 Full-over-Full bunk, 1 Twin Day bed with Twin trundle -Private pool and in-ground spa -Covered outdoor seating -Ping pong and darts -Gourmet kitchen with large island and butler’s pantry -BBQ grill -Washer and dryer -Dog friendly -4 Parking spots Room Details -Primary Bedroom: King bed, ensuite bathroom with walk-in shower, and a private balcony -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed and ensuite bathroom with walk-in shower -Fourth Bedroom: Full over full bunk bed -Fifth Bedroom: Twin Day bed with twin trundle -Bonus room: Full over full bunk bed Enjoy in-home laundry, parking for four vehicles, and easy access to the island trolley. Stroll to Pine Avenue for coffee, ice cream, and local boutiques, or head a block to Anna Maria Beach for sugar-white sand and sunset walks. Nearby outfitters offer beach gear, bike rentals, and golf carts to make your Anna Maria Island vacation rental experience truly carefree. *Please note: fireplaces are not operational / not available for guest use. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

New Beach House 1 Min to Beach! Heated Pool/Spa!

You’ll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size kitchens on the sought-after north end of Anna Maria Island! Short distance to the white sandy beaches and only minutes to restaurants and shops. The space is very modern and airy, with high ceilings and upscale furnishings. Heated pool, private dock, gas BBQ grill, and all the amenities you need to live a VIP island experience! The space 6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid US Driver’s License and US Vehicle Insurance. Non-US driver license holders will need to pay an additional $25 per day. This cost covers the extra insurance required.  You’ll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size kitchens on the sought-after north end of Anna Maria Island! Short distance to the white sandy beaches and only minutes to restaurants and shops. The space is very modern and airy, with high ceilings and upscale furnishings. Heated pool, private dock, gas BBQ grill, and all the amenities you need to live a VIP island experience!  The entry leads you to either the main home or the separate suite off to the left. Upon entry to the main home, you will find a sitting area complete with a wet bar, fridge, and wine cooler where you can make and enjoy an evening cocktail. The fully-equipped kitchen features a gas stove and everything you will need to make a full-course meal or a quick snack. The living and dining rooms are located off the kitchen and feature floor-to-ceiling sliders that boast natural light and picturesque views of the bay. The living room also features plenty of seating and a flat screen TV to relax and unwind after a long day in the sun. You can access the oversized deck and pool from the living or dining room. The deck area features plenty of seating and dining areas where you can sit and relax and enjoy your morning coffee or dine alfresco. The main home features a split plan with three of the five bedrooms. The first guest room features a queen-size bed. The second bedroom features a king-size bed. Both have private baths located near the room. The third bedroom is the primary suite, and it features a king-size bed, large sitting area, flat screen TV, oversized walk-in closet, ensuite bathroom with large soaking tub, and private screened balcony looking out over the bay. On the left-hand side of this luxurious home, you will find a full ensuite that is complete with a living room with a flat screen TV, full kitchen, and outdoor dining area. This suite features two bedrooms. One is a primary suite that features a king-size bed, flat screen TV, ensuite bathroom, and private balcony area with seating. The guest bedroom features two full-size beds and a full-size bath located across the hall. This home also features an amazing outdoor space. The pool area is complete with sun loungers. The backyard has paved pathways, a private sitting area, and the dock area is the perfect place to sit and enjoy your morning coffee, evening cocktail, launch your kayak or fish.  This property participates in our Professional Linen Program. Agent strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps, assuring all of our guests a comfortable stay.   With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following:   Per Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach Towel Per Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath Mat Per Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels  We also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair? These are available for a small additional fee and will be waiting in the home on your arrival.  Bedrooms/Bathrooms Primary bedroom features a king-size bed with an ensuite bathroom and flat screen TV. Bedroom 2 features queen-size bed & flat screen TV. Bedroom 3 features a king-size bed and flat screen TV. Bedroom 4 Primary bedroom features a king-size bed with an ensuite bathroom and flat screen TV Bedroom 5 features two full-size beds.  This property comfortably accommodates a group of 10.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.  Golf cart provided by Agent. All drivers must be over 21. Copies of drivers license and vehicle insurance must be provided. Guest access Door codes and access details will be provided three days before check in. We will also send you a reminder text on the day of arrival so you will have the important details at your finger tips.

Golf Cart, Bimini Cove by SeaBreeze Vacation

Near Pine Ave with Private Pool- Lighthouse Lagoon

Serenity Beach by AMI Locals VR16-000464 Welcome to Serenity Beach by AMI Locals, a stunning five-bedroom, four-and-a-half-bath luxury vacation home located on the exclusive north end of Anna Maria Island, just a seven-minute walk to the Gulf beaches. This elegant canal-front retreat combines modern design, high-end amenities, and an ideal location. Perfect for families or groups seeking a serene getaway surrounded by island beauty! The space Highlights • 7-minute walk to the beach • 5 Bedrooms / 4.5 Bathrooms • Private Dock for boats up to 40 ft • Private Heated Pool and Spa • Ping Pong and Foosball Tables • Putting Green • Dog Friendly (with approval and fee) • Beach Chairs and Cart Provided • 4 Parking Spaces • Located near Pine Avenue shops and restaurants Enjoy your own private backyard paradise with a sparkling pool and spa, surrounded by lush tropical landscaping. Lounge on the sun deck, grill out with the gas BBQ, or gather with friends in the outdoor seating area beside the putting green. For family fun, challenge your crew to a friendly match of Ping Pong or Foosball. The private dock is perfect for sipping your morning coffee, fishing, or launching your kayak on calm canal waters, all just minutes from the Gulf. Inside, you’ll find an open concept living space designed for comfort and connection. The main living area features a spacious family room with plush seating and a large TV, seamlessly connecting to the dining room and fully equipped chef’s kitchen. Prepare meals with ease using high-end stainless-steel appliances, ample counter space, and all the essentials for entertaining. With multiple lounge areas and large windows that let in the island's sunlight, every corner of Serenity Beach exudes warmth and relaxation. Each bedroom at Serenity Beach is designed as a tranquil sanctuary for rest and rejuvenation. The primary suite on the second floor offers a king bed, shared balcony access, and a luxurious ensuite bathroom with dual vanities, a walk-in shower, and a soaking tub. On the upper levels, three additional king bedrooms feature ensuite or shared bathrooms, and a cozy twin room provides the perfect setup for younger guests. The den and living areas also offer flexible sleeping spaces with a daybed with a trundle and a queen sleeper sofa, making this home ideal for large families or multi-generational gatherings. Room Details -Primary Bedroom, 2nd Floor: King bed, shared balcony, ensuite bathroom with dual vanity sinks, walk-in shower, and soaking tub -Second Bedroom, 3rd Floor: King bed, shared balcony, ensuite bathroom with walk-in shower -Third Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower -Fourth Bedroom, 3rd Floor: King bed, shares hallway bathroom with shower/tub combo -Fifth Bedroom, 3rd Floor: Three Twin beds, shares hallway bathroom with shower/tub combo -Living Area, 2nd Floor: Daybed with trundle -Living Area, 3rd Floor: Queen Sleeper Sofa Guests have access to four parking spaces and can easily explore the island using the Anna Maria Island trolley, which runs nearby. With beach chairs and a cart provided, your beach days are effortless, and the private dock offers convenient access for boating or fishing adventures. Dogs are welcome with prior approval (fee applies), so your furry friend can enjoy the island experience too. Whether you’re paddleboarding, dining along Pine Avenue, or relaxing poolside, Serenity Beach has everything you need for a perfect island stay. With its canal-front setting, luxurious amenities, and prime north end location just steps from the beach, Serenity Beach by AMI Locals is the ultimate retreat for families and friends seeking a high-end Anna Maria Island vacation rental. From the resort-style pool and spa to the private dock and game areas, every detail inspires relaxation and connection. Book your stay today with AMI Locals and discover your slice of Serenity Beach paradise! Other things to note This home is managed by AMI Locals, an Anna Maria Island property management company. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Serenity Beach: Canalfront! Pool, Dock and Mini

One block from Anna Maria Beach, this spacious 5-bed/4-bath home features a private heated pool, sunny decks, a tiki bar, and bright open living spaces perfect for relaxing with family and friends. Peaceful mornings, fun pool days, and cozy evenings under string lights await. Villa Di Palma sits in the best area of Anna Maria’s North End, with fine dining and entertainment just steps away — an inviting island stay for groups up to 12. The space WELCOME TO YOUR ANNA MARIA ISLAND GETAWAY just one block from Anna Maria beach. Enjoy the good life at our inviting AMI home, located in the highly desired north side of the island. This spacious, comfortable home was designed for families and groups who want to relax, reconnect, and enjoy the island without feeling crowded or overwhelmed. High ceilings, large windows, light walls, and a welcoming layout create an airy, open atmosphere that instantly puts you at ease. The front balcony is perfect for morning coffee or a quiet moment with a book, while the backyard pool area becomes the favorite gathering spot. Especially in the evenings when the string lights create a warm, festive glow. Whether you’re lounging on the deck, enjoying the family room, or relaxing on the poolside sofas, there’s always a space for everyone to unwind and feel at home. Every effort has been made to make the home comfortable and thoughtfully equipped. From soft bed linens to well-designed bathrooms and tasteful décor, this is a place where you can settle in, relax, and enjoy your time together. ________________________________________ BEDROOMS This home offers flexible, spacious sleeping arrangements with bright, comfortable bedrooms and quality mattresses. Bedroom 1: King bed (Master Suite) Bedroom 2: King bed (Master Suite) Bedroom 3: Two Queen beds Bedroom 4: Two bunk beds Bedroom 5: One Queen bed Both master suites feature a Jacuzzi-style spa tub, walk-in shower, and ceramic tile flooring with a natural stone look. Situated in one of the most desirable areas of Anna Maria’s North End, the home is just a short walk to the Gulf beaches and a quick drive to the peaceful northern tip of the island. This location gives you the perfect balance of peaceful retreat and close-to-everything convenience. Relax on the open sundeck overlooking the tropical garden and pool, or take a few minutes to explore the island’s highlights. Sunset at Bean Point, dining at the Rod & Reel Pier, and the charm of Pine Avenue are all within easy reach. Whether you explore or stay in, the home offers comfort, privacy, and a genuinely relaxing atmosphere. Sleeps 2–12 people. ________________________________________ LIVING AREA The main living space is bright and open, with a large sectional sofa and flat-screen TV with cable and streaming options (Google Chromecast/Bluetooth). French doors open to the sundeck, inviting the breeze inside and creating a seamless indoor-outdoor experience. Enjoy meals at the dining table or gather at the breakfast bar in the mornings to plan your day. The room is designed for comfort, conversation, and easy family time. ________________________________________ KITCHEN The open-plan kitchen has granite countertops, a breakfast bar, and quality appliances including: • Range with ceramic cooktop • Fan-assisted oven with microwave above • Double refrigerator with water/ice dispenser • Dishwasher • Fully stocked cabinets with cookware, utensils, dishes, and glassware A separate utility room includes a washer, dryer, and ironing board. ________________________________________ OUTSIDE The landscaped garden offers both sunny and shaded areas for relaxing. Lounge chairs on the pool deck provide a great place to unwind, while the poolside seating and string lights create a magical evening setting. The backyard also features a Tiki-style bar and an easy flow between the family room and pool area — perfect for gathering, entertaining, and enjoying warm island nights. The outdoor shower helps keep sand outside and the pool clean. Stairs along the side of the house lead to the elevated sundeck, offering additional outdoor space. ________________________________________ LOCATION North End Anna Maria — one block from the beach, close to restaurants, shopping, and local favorites. Quiet, peaceful, and perfectly positioned for relaxing days or easy exploration. Other things to note SECURITY For safety and compliance with local regulations, we have two outdoor security cameras: • One above the garage facing the front entry/driveway • One under the second-floor balcony facing the back door These are outdoor only and do not monitor interior spaces. They are for guest safety and property protection only. During SELECT LOW-DEMAND DATES, we offer a discounted per-room rental option. Guests will have full access to the home except for unused bedrooms. -Nightly Rates (Per Room): $250/night — Master Suite #1 (King bed + private bathroom) $200/night — Master Suite #2 (King bed + private bathroom) $100/night — Bedroom with 2 Queens $100/night — Bedroom with 2 Bunk Beds + Futon $100/night — Bedroom with 1 Queen *Master Suite #1 must be booked first. *Guests may choose any additional rooms if needed. *Pricing applies only to approved low-season dates and will not apply to high-season, holidays, or peak travel periods. We welcome any questions you may have and will respond right away to help you choose the ideal bedroom setup for your stay. :)

North End Anna Maria Home w/ Pool – 1 BLK to Beach

Tahiti Bay by AMI Locals VR16-000466 Welcome to Tahiti Bay, a luxury beach vacation home just a short walk from Anna Maria Island’s dazzling beach! This five-bedroom, four-bath retreat offers multiple outdoor decks, a rooftop balcony, a private pool, hot tub, putting green, games, and amenities, all designed for fun, relaxation, and lifelong memories. Located near Pine Avenue’s boutique shops, waterfront restaurants, and scenic parks, Tahiti Bay invites you to experience the perfect island The space Highlights •	4-minute walk to Anna Maria Beach •	5 Bedroom / 4 Bath •	4 King Beds, 2 Twin-over-twin Bunks •	Rooftop deck •	Private pool and in-ground spa •	Putting green, foosball, and corn hole •	Multiple balconies •	Dog friendly •	4-minute walk to shops, waterfront dining, parks, and the Pine Avenue district •	4 Parking Spaces Enjoy your outdoor paradise, lounge in the lush backyard with a private pool, hot tub, putting green, and outdoor game sets including foosball and corn hole. The spacious decks offer breathtaking water views, perfect for sipping cocktails, enjoying meals, or relaxing with family. Stroll to the beach for sunbathing and water fun, or explore the nearby shops, waterfront restaurants, kayaks, and scenic parks by bike or trolley. Every day on Anna Maria Island becomes a memorable adventure! Inside, the home offers a stylish nautical theme with large windows and open spaces. The main living area features three plush sofas, a TV, and sliding glass doors that open to decks with stunning water views. The fully equipped kitchen boasts stainless steel appliances, a large island with seating, and a chic formal dining table, ideal for family meals or gathering with friends. Large outdoor decks extend living space and showcase spectacular Gulf and bay scenery. The primary bedroom, on the second floor, boasts a king bed, a private balcony, and an ensuite bathroom with a walk-in shower. The second bedroom, also on the second floor, features a king bed and shares a hall bathroom with a walk-in shower. The third bedroom has two twin/twin bunk beds, perfect for kids or young guests, with access to the hall bath containing a shower/tub combo. The fourth bedroom, upstairs, offers a king bed and its own ensuite with a walk-in shower. The fifth bedroom provides a king bed, with access to the hall bathroom, ensuring everyone has a relaxing retreat. A washer and dryer are also provided. Room Details •	Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower •	Second Bedroom (2nd floor): King bed, •	Third Bedroom (both floors): Two twin/twin bunk beds •	Fourth Bedroom (3rd floor): King bed, ensuite with walk-in shower •	Fifth Bedroom (3rd floor): King bed Book Tahiti Bay today for a luxurious and fun-filled island vacation! With its stunning water views, outdoor amenities, and prime location near beaches, shops, and dining, this home is your perfect island retreat. Reserve now and start living your island dream in style! Other things to note *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

AMI Home w/ Pool, Rooftop Deck, and Putting Green!

Location! 1.5 Blocks to the Beach! 2 Blocks to Pine Ave 5 Bedrooms / 4 Bathrooms 4 King Beds / 2 Sets of Twin over Twin Bunkbeds Private, Heated Pool & Spa Covered Poolside Entertainment Area with Patio Dining, Bar with Seating, & 65" SmartTV Roof Top Deck with Water Views Multiple Furnished Decks Pool Table, Foosball Table, Cornhole, Xbox 360, Arcade Game Gas Grill WIFI Beach Towels, Chairs, Wagon, Umbrellas Parking for 4 Cars VR16-000468 The space Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

Bermuda Bay: 1.5 Blocks to Beach! Pool, Spa, Games

Montego Bay by AMI Locals VPR16-000472 Escape to Montego Bay, an Anna Maria Island vacation home with a private pool, rooftop deck with Gulf views, and multiple balconies designed to give you the ultimate experience! This spacious five-bedroom, four-bath home is just one and a half blocks from the north end of the beaches and Pine Avenue’s shops and restaurants, allowing you to indulge in the best of Anna Maria Island with your own personal, luxurious touch. Surrounded by tropical breezes and The space Highlights •	4 minutes / 1.5 blocks to Anna Maria Beach •	5 Bedroom / 4 Bath •	4 King beds, 2 twin/twin bunks •	Private pool with sun shelf and hot tub •	Rooftop deck with Gulf views •	Outdoor living space •	Outdoor TV and dining table •	4-minute walk to Pine Avenue’s boutique shops and waterfront restaurants •	Washer and dryer •	4 Parking spaces Relax outdoors in your tropical backyard oasis, lounge poolside on the sun shelf, enjoy a family cookout at the BBQ grill, or unwind on the balcony with a good book or evening cocktail. The spacious covered lounge offers a TV and outdoor seating, while the rooftop deck provides breathtaking tropical views and spectacular sunsets. Inside, the home features a bright, open-concept main living area with coastal decor, comfortable seating, and large windows framing water views. The fully equipped kitchen with stainless steel appliances, ample counter space, and a large island is perfect for island-inspired cooking or casual snacks. The dining area seats eight and overlooks the backyard and pool, ideal for meals and socializing in style. Retreat to the primary bedroom on the second floor, complete with a king bed, ensuite with dual vanity sinks, walk-in shower, and balcony access to enjoy peaceful Gulf vistas. The second bedroom, also on the second floor, boasts a king bed, ensuite bathroom with walk-in shower, and balcony views. The third bedroom provides a king bed and balcony access, while the fourth bedroom has a king bed, both sharing hall bathrooms with walk-in showers. The fifth bedroom, perfect for kids or additional guests, features two twin bunk beds, with a hall bathroom containing a combined shower and tub, all with premium linens and TVs for restful nights. Room Details •	Primary Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower, dual vanities, balcony •	Second Bedroom (2nd floor): King bed, ensuite with walk-in shower, balcony •	Third Bedroom (2nd floor): King bed, balcony access •	Fourth Bedroom (3rd floor): King bed •	Fifth Bedroom (3rd floor): Two twin bunk beds Take a leisurely stroll to nearby beaches, shops, and waterfront dining, or hop on the free trolley to explore all seven miles of Anna Maria Island, from secluded Bean Point to Coquina Beach. Book Montego Bay today and enjoy a luxurious escape in the heart of Anna Maria Island. With stunning Gulf views, outdoor amenities, and proximity to beaches and shops, this estate offers everything you need for a memorable, relaxing vacation. Reserve your dates now and create lifelong beach memories! Other things to note There are no pets allowed in this home. 4 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Home with Pool, Rooftop Deck, and Gulf

Tropical Oasis 122 White Avenue, Anna Maria, FL 34216 What you will love about this property: • Less than one minute walk to the beach • Private pool • Furnished balconies and swings • Ping Pong table • Outdoor shower • Full size washer and dryer • Professional Linen program • Close to shopping and restaurants • In the heart of Anna Maria Property details: Welcome to Tropical Oasis, a vibrant, inviting vacation home with five bedrooms, four bathrooms, and a The space Tropical Oasis 122 White Avenue, Anna Maria, FL 34216 What you will love about this property: • Less than one minute walk to the beach • Private pool • Furnished balconies and swings • Ping Pong table • Outdoor shower • Full size washer and dryer • Professional Linen program • Close to shopping and restaurants • In the heart of Anna Maria Property details: Welcome to Tropical Oasis, a vibrant, inviting vacation home with five bedrooms, four bathrooms, and a stunning backyard with a pool! Just five houses from the nearest beach access and minutes from locally owned restaurants and shops, you are sure to live out your best island life at Tropical Oasis! As you enter the foyer, you can drop your bags and head straight to the backyard or take the stairs to the main living floor. The open living space boasts a vibrant seating area with plenty of seating and a TV. You’ll find custom cabinetry with cookware essentials, stainless steel appliances, and island seating in the kitchen. The formal dining room table seats six guests, and the spacious deck is out of the sliding glass doors with plenty of seating and a BBQ grill. There are two primary bedrooms with TVs, ensuite bathrooms with double vanities and walk-in showers, and balconies, one on each living floor. The upstairs guest bedrooms have crisp linens, plenty of storage space, and balcony access, and they share a Jack-n-Jill Bathroom with a shower and tub combination. The third-floor balcony has a plush-covered seating area and an adorable swing. On the second floor is a Twin bedroom, a hall bathroom with a walk-in shower, a laundry room, and another balcony with a swing! Spend your days lounging by the pool, watching TV on the patio, perfecting a BBQ recipe, or challenging friends and family to a ping pong game! The backyard also has an outdoor shower and ample seating for guests to unwind and enjoy the Florida sunshine. Get everyone together in comfort and style at Tropical Oasis. Book with us today. Bedrooms &amp; Bathrooms • Primary Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with a walk-in shower • Second Primary, 2nd floor: King bed, balcony access, and ensuite bathroom with a walk-in shower • Third Bedroom, 3rd floor: King bed, balcony access, and Jack-n-Jill bathroom with shower and tub • Fourth Bedroom, 3rd floor: Twin over Full trundle bunk and Jack-n-Jill bathroom with shower and tub • Fifth Bedroom, 2nd floor; Two twin beds • Full bathroom, 2nd floor hallway with walk in shower • Livingroom has a pull-out sofa bed This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos? We have pack &amp; plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack &amp; Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. 4 cars maximum can park at this home, and only the east side of the garage is available for guest use. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Other things to note Please keep in mind when booking this property you are required to sign our Terms and Conditions and send us a copy of your drivers license.

Tropical Oasis

Precious Memories by Anna Maria Life Vacation Rentals 753 Jacaranda, Anna Maria, FL 34216 5 Min Walk to Beach! 5 Bed / 4 Bath 4 King Beds, 3 Sets of Twin over Twin Bunk Beds Sleeps 12! Elevator (to all floors) Heated Pool & Spa Sun Deck with Pool Loungers Pool Level Entertainment & Lounge with TV Covered Bar with Seating Pool Table & Ping Pong Table Grill Patio Dining off Kitchen (Overlooks Pool) Multiple Verandahs & Decks Washer & Dryer WIFI Beach Towels, Chairs, Wagon Parking for 4 Cars The space Precious Memories by Anna Maria Life Vacation Rentals 753 Jacaranda Rd, Anna Maria, FL 34216  Located on the North End of Anna Maria, Precious Memories welcomes you to make vacation memories to last a lifetime. Bring the whole family! This home sleeps 12 guests! With the shimmering waters and sugar sand beaches of the Gulf of Mexico less than a block away, your beach retreat awaits.  Natural light from the oversized windows and patio doors fills the living and dining rooms. The gorgeous outdoor deck overlooking the tropical backyard is easily accessed from the kitchen and living room. Prepare a meal in the full kitchen and dine al fresco on the deck with patio dining. If you prefer to share your meals inside, the dining table seats eight with additional counter bar seating for four.  Two of the king bedrooms are on the main living area on the 2nd floor. The master king room features an en-suite bathroom and a sliding door to a private patio. The second King room is near the full bathroom on this level which features a sink and toilet across the hall from a separate tub and shower.  The two other king rooms are located on the third floor and share a jack n jill bathroom outfitted with a shared shower but with each bedroom having its own private vanity and toilet. The kids will love the bunk bedroom with a set of twin over twin bunkbeds. The 3rd floor common area has a full guest bathroom and two sets of built-in twin over twin bunk beds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  Take a dip in the pool and relax in the hot tub while enjoying the lush landscape backyard. The poolside level features a covered, outdoor lounge with a pool table, patio furniture, TV, bar with bar seating, and gas grill. The ping pong table is steps away in the garage.  Precious Memories is easy walking distance to many shops and restaurants the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1: King with TV and Ensuite Bath - Floor 2 Bedroom 2: King with TV and Jack & Jill Bath - Floor 3 Bedroom 3: King with TV and Jack & Jill Bath- Floor 3 Bedroom 4: King with TV - Floor 2 Bedroom 5: Twin over Twin Bunk- Floor 3 3rd Floor Common Area: 2 Sets of Twin over Twin Bunk Beds   Please note - pets are not allowed in this home.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. VR21-000027 Other things to note Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

Precious Memories:5 min to Beach! Pool Spa, Games

Gulf views, heated saltwater pool & spa, elevator, rooftop deck and beach access less than a 1-minute walk away! Shore to Please is an updated 5BR home on sought-after N Shore Drive. Relax under the palms by your private pool, play backyard mini golf, or enjoy incredible sunsets from the rooftop deck. Walk or bike to Pine Ave's shops and restaurants or hop on the free AMI trolley to explore the island! The space 💥 Welcome to Shore to Please – Pristine & Secluded AMI Beaches! 💥 ⚓ Hosted by RentAnnaMaria 🌴 Private Heated Pool & Spa — heated to 85°F+ ⛳ Private 3-Hole Mini Golf 🏖️ Beach Access — less than a 1-minute walk via Newton Street 🌅 Rooftop Deck — panoramic Gulf and island views 🛗 Private Elevator — convenient access between all floors 🌴 Tropical Pool Deck — surrounded by palms with shaded outdoor living 🚲 Beach Gear Included — bicycles, beach chairs, umbrella, beach cart, sand toys & more 🏄 Paddleboard Included 🎮 Game Area — ping pong, arcade games, foosball & giant Connect 4 🍳 Fully Equipped Kitchen — high-end appliances and plenty of space for the whole family 🔥 Gas Grill 💻 Dedicated Workspace + High-Speed WiFi 📺 HD TVs with cable & streaming 🧺 Full-Size Washer & Dryer 🛏️ Linens, Bath and Beach Towels Provided 🐕 Dog Friendly — up to 2 dogs with approval; Anna Maria beaches do not allow dogs Sleeping & Home Layout Top Floor • Open-concept kitchen, dining and living area with walk-out deck • Rooftop deck access with beautiful sunset and Gulf views • Bedroom 1: King bed + ensuite bathroom • Half bathroom Second Floor • Bedroom 2: King bed + balcony + ensuite bathroom with double vanity and walk-in shower • Bedroom 3: King bed + ensuite bathroom with double vanity and walk-in shower • Bedroom 4: King bed + balcony + workspace + mini refrigerator • Bedroom 5: Twin-over-queen bunk bed • Full hallway bathroom with tub/shower combination Explore Anna Maria Leave the car behind and enjoy island life. Walk or bike to Pine Avenue's restaurants and boutiques, hop aboard the free AMI trolley, spend the day on the Gulf, or rent a pontoon and explore the area's sandbars and waterways. Important Information • Maximum occupancy: 11 guests • Minimum rental age: 25 • Rental agreement required • No smoking • Up to 2 approved dogs • Travel insurance is strongly recommended, particularly during storm season Hosted by RentAnnaMaria Guest access Guests have private access to the entire home and all amenities during their stay, including the heated pool and spa, rooftop deck, elevator, backyard mini golf, game areas, balconies and outdoor living spaces. You'll also have access to the home's bicycles, paddleboard, beach cart, beach chairs, umbrella and beach gear for easy trips to the Gulf. The Newton Street beach access is less than a 1-minute walk from the house, making it easy to go back and forth between the beach and pool throughout the day. Self check-in instructions and your unique access code will be provided prior to arrival.

Gulf Views | Heated Pool | Elevator, 1min to Beach

Beach Escape by AMI Locals VR18-000090 Welcome to Beach Escape, a stunning five-bedroom, four-bath luxury home just one street from the powdery white sands of Anna Maria Island. Ideally located on the peaceful north end near Bean Point Beach, this coastal retreat combines upscale comfort with endless outdoor fun. Spend your days lounging by the private pool and spa, practicing your swing on the backyard putting green, or challenging friends to a game of ping pong. With beach chairs, a wagon, The space Highlights -3-minute walk to Bean Point Beach -5 Bedrooms / 4 Bathrooms -4 King beds, Twin-over-Full bunk with trundle -Private pool and hot tub -Putting green, ping pong table, and cornhole -Rooftop deck with sunset views -Beach chairs and wagon -Dog friendly with host approval -Parking for 4 vehicles -Washer and dryer The lush backyard is designed for both play and relaxation. Take a dip in the sparkling pool, soak in the spa, or enjoy a game of miniature golf, ping pong, or cornhole. Fire up the BBQ grill for a cookout, dine outdoors under the palms, or head up to the rooftop deck to watch the stunning Anna Maria Island sunsets. With beach gear included your trips to the shoreline are effortless. Step inside to coastal-inspired living spaces filled with natural light. The open living room features comfortable seating and TV, while the fully equipped kitchen includes stainless steel appliances, ample storage, and everything you need for preparing group meals. Gather around the indoor dining table for eight or enjoy island breezes while dining al fresco on the balcony or poolside patio. The primary suite is a relaxing retreat with balcony access, a king bed, and a spa-like ensuite bathroom with dual vanities and a walk-in shower. Two additional king bedrooms feature ensuite bathrooms with walk-in showers, while a fourth king bedroom and a cheerful bunk room provide flexible sleeping arrangements. The bunk room, with its twin-over-full bunk and trundle, is perfect for kids or teens. Room Details -Primary Bedroom: King bed, ensuite bathroom with walk-in shower, balcony access -Second Bedroom: King bed, ensuite bathroom with walk-in shower -Third Bedroom: King bed, ensuite bathroom with walk-in shower -Fourth Bedroom: King bed -Fifth Bedroom: Twin-over-Full bunk with trundle This home includes a washer and dryer, Wi-Fi, and multiple balconies with seating. Guests can easily explore Anna Maria Island’s shops, restaurants, and attractions by bike or trolley. With its private pool, rooftop deck, and fun family amenities, Beach Escape is the perfect blend of luxury and play. Whether you’re lounging poolside, biking to Bean Point, or enjoying sunset views from the rooftop, this home delivers the ultimate Gulf Coast experience. Book your stay at Beach Escape today and create unforgettable memories on Anna Maria Island! Other things to note 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Beach Escape! Pool, Spa and Rooftop Views

Castaway Cove by AMI Locals VR16-000471 Experience the ultimate island escape at Castaway Cove, a stunning canal front beach home with a private dock, a sparkling pool, and an expansive game room. Located just steps from Anna Maria Island’s white sandy beaches, this five-bedroom, three and a half-bath home offers access to calm bay waters, perfect for boating, fishing, paddle boarding, and dolphin watching. With a modern interior, lush outdoor space, and easy access to Pine Avenue with The space Highlights • Canalfront home with private dock • 3-minutes / 1.5 blocks to Anna Maria Beach • 5 Bedroom / 3 Bathrooms • 4 Kings, 2 twin beds, 1 twin/ twin bunk, 1 queen sleeper sofa • Private pool and hot tub • Outdoor shower  • Air hockey, foosball, and pool table  • Waterfront lounge and BBQ grill  • Dog friendly  with host approval • 4 Parking Spaces Relax outdoors in your lush backyard, featuring a private pool, hot tub, and a waterfront deck with lounge chairs, dining space, and a BBQ grill, perfect for outdoor meals and sunset cocktails. Launch your boat (dock accommodates up to 25 ft boat), kayak, or paddle board from your private dock, then explore the calm bay waters, watch dolphins, or fish right in your backyard. The short walk or boat ride to Anna Maria’s beaches, shops, and dining, plus scenic waterway views, make every moment memorable. Inside, the home offers a bright, spacious living area with coastal decor, plush seating, and a large TV, perfect for movie nights or relaxing after a day on the water. The fully stocked kitchen features modern appliances, ample counter and cabinet space, and a breakfast bar for quick bites. The formal dining table seats eight, and sliding doors stretch across the living space, opening to the backyard and water views for seamless indoor-outdoor living. The primary suite, on the second floor, boasts a king-sized bed, a private balcony, and a luxurious ensuite with a walk-in shower, double vanity, and a soaking tub, creating the ultimate sanctuary. Two additional king bedrooms also have their own water view and ensuite bathrooms with walk-in showers. The two twin-over-twin bunks, perfect for kids or extra guests, complete the five bedrooms. The hall bathroom on the second level provides convenience with walk-in showers and stylish fixtures. The living room adds space for additional guests with a queen sleeper sofa. A washer and dryer are available to keep everyone’s wardrobe fresh. Half outdoor bathroom in the pool area adds convenience for guests enjoying the outdoors. Room Details • Primary Bedroom (1st floor): King bed, ensuite bathroom • Second Bedroom (2nd floor): King bed, shared bathroom in hallway • Third Bedroom (2nd floor): King bed, shared bathroom in hallway • Fourth Bedroom (1st floor): King bed, ensuite bathroom • Fifth Bedroom (1st floor): Two twin beds, One Twin-over-twin bunk • Living room: Queen sleeper sofa Book Castaway Cove today and enjoy a waterfront haven filled with natural beauty, outdoor fun, and luxury amenities. Whether relaxing by the pool, fishing in the bay, or enjoying vibrant waterfront dining, this home offers everything you need for an unforgettable Anna Maria Island vacation. Reserve your dates now and start living the dream in paradise! Other things to note 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund.

Canal front Home with Private Dock, Pool, and

Rum Cove is the place to stay on Anna Maria Island. It is a unique one of a kind property centrally located in the heart of Anna Maria. Just steps off of the main street of Pine Ave you will be close to restaurants, shops and of course the beach. This is the perfect home for large groups as it boasts 5 king bedrooms all with their own bathrooms. Many spaces to gather and make memories. Large pool area with bar and hot tub and an upstairs seating area with fir pit. Located on a canal.

Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Gol

Caribbean Dream by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000129 Experience the ultimate Gulf Coast escape at Caribbean Dream, a luxurious three-level retreat designed for families and friends seeking relaxation and adventure. Located less than five minutes from the white sandy beaches of Holmes Beach, this spacious five-bedroom, four and a half bath home offers stunning panoramic views from its rooftop deck, private pool, and relaxing in-ground spa. Perfectly positioned The space Highlights • 3-minute walk to Holmes Beach  • 5 Bedroom / 4.5 Bathroom • 4 Kings, 1 Queen, 1 Twin sleeper sofa • Rooftop deck with beach views • Private pool with in-ground spa • Outdoor bar and grill  • Multiple balconies and expansive outdoor decks  • Pool table • Short drive to local shops, dining, and attractions  • Elevator access to all levels  • 5 Parking spaces Enjoy your vacation with a luxurious private pool, relaxing in-ground spa, and a rooftop deck featuring bar-height tables and Adirondack chairs offering breathtaking views. The outdoor space boasts a covered deck with a bar, seating area, and grill for easy outdoor entertainment. Inside, the home features a game room with a pool table, a den with a TV and wine fridge, and a modern kitchen perfect for preparing large meals or casual snacks. The heart of this home is the third-floor open-concept kitchen, dining, and living area, seamlessly connected for entertainment. The kitchen shines with sweeping granite countertops, a generous island, and stainless-steel appliances. The living room is furnished with two couches, an armchair, and a flat-screen TV, with wall-to-wall sliding doors leading to the large deck and rooftop area, perfect for outdoor dining or just relaxing in the fresh ocean air. The three grand bedrooms each feature luxurious king beds, balconies, and ensuite bathrooms with double vanities and walk-in showers, offering privacy and comfort. The remaining two guest rooms, one with a queen bed and one with a king, share a jack-and-jill bathroom with a shower-tub combo. All bedrooms are equipped with plush bedding, TVs, and ample closet space for a restful night’s sleep. A twin pull-out couch in the living area provides additional sleeping options. The home also offers a washer and dryer for added convenience. Room Details • Primary Bedrooms: King bed, ensuite with double vanity and walk-in shower • Second Bedroom: King bed, ensuite with double vanity and walk-in shower • Third Bedroom: King bed, ensuite with double vanity and walk-in shower • Fourth Bedroom: King bed, jack-and-jill bathroom with shower and tub  • Fifth Bedroom: Queen bed, jack-and-jill bathroom with shower and tub  • Living Area: Twin sleeper sofa Caribbean Dream offers elevator access to all levels, a fully equipped outdoor kitchen with a grill, and a large, heated pool and spa with in-water seating. The prime location close to Holmes Beach beaches, shops, and dining makes exploring Anna Maria Island effortless and fun. Reserve your stay at Caribbean Dream today and enjoy the perfect blend of luxury, relaxation, and island adventure. Whether lounging poolside, soaking in the spa, or relaxing on the rooftop deck with panoramic views, this home is your gateway to a memorable Gulf Coast vacation. Book now and start creating lifelong memories with your loved ones! Other things to note Pools heated at request from Nov-April. This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. This property does not allow pets. 5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Home with beautiful views - Caribbean Dream

Beachology by Anna Maria Life Vacation Rentals 749 Jacaranda, Anna Maria, FL 34216 Bean Point Across the Street! 2 Min Walk To Beach! 5 Bed/ 3.5 Bath 4 Kings, Set of Queen over Queen Bunkbeds Elevator Heated Pool Pool Loungers Outdoor Shower Grill Covered Poolside Lounge Area Game Room, TV, Ping Pong & Foos Ball Cornhole Balcony with Lounge Furniture Washer & Dryer WIFI Beach Towels, Chairs, Wagon Parking for 4 Cars The space Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

Beachology: 1 Block to Bean Point, Pool

🌴 Welcome to The Spring House, a private Anna Maria Island retreat just steps from Pine Avenue and a short walk to the beach. Spend your mornings with coffee on the screened porch, afternoons around the heated tropical pool, and evenings exploring the island on foot. With 5 bedrooms, 4 bathrooms, spacious gathering areas, and easy indoor-outdoor living, this home is made for families and groups who want to experience Anna Maria in comfort and style. The space 🌴 The Spring House brings together one of Anna Maria Island’s best locations with the privacy and space of your own tropical retreat. 🏝️ PRIVATE HEATED POOL Spend the afternoon floating beneath the palms, relaxing poolside, or cooling off after a day at the beach. Lush tropical landscaping gives the backyard a secluded, resort-style feel. 🍽️ ROOM TO GATHER Inside, bright coastal interiors connect the living room, dining area, and kitchen into one comfortable space for the whole group. The oversized kitchen island offers plenty of seating for breakfast, drinks, or easy dinners together. 🛏️ 5 BEDROOMS • 4 BATHROOMS With five bedrooms and four full bathrooms, everyone has room to spread out while still enjoying plenty of shared spaces throughout the home. ☀️ INDOOR-OUTDOOR ISLAND LIVING Enjoy morning coffee or dinner on the screened porch, unwind in the private hot tub, or spend the day moving between the pool and shaded outdoor spaces. 🚶 ONE BLOCK FROM PINE AVE + 8 MIN TO BEACH Leave the car behind and explore Anna Maria on foot. The Spring House is just **one block from Pine Avenue**, putting restaurants, coffee shops, boutiques, and island favorites close by. When it’s time for the Gulf, the beach is just an **8-minute walk** from the house. ✨ HOME HIGHLIGHTS • Private heated tropical pool • Private hot tub • 5 bedrooms + 4 bathrooms • Screened outdoor living and dining spaces • Spacious open-concept kitchen and living area • Oversized kitchen island with group seating • Smart TVs + fast Wi-Fi • Beach gear provided • Just 1 block from Pine Avenue • Gulf beach just an 8-minute walk away Whether you're starting the day with coffee under the palms, spending the afternoon by the pool, or walking to the Gulf for sunset, The Spring House makes it easy to experience the best of Anna Maria Island. ***Please Note: The pool is professionally serviced, tested, and treated every Monday, Wednesday, and Friday. The home is surrounded by lush tropical landscaping, so occasional leaves or natural debris may be present between service visits, particularly after Florida summer rain and wind. House Rules: Max occupancy: 12 guests. Number of vehicles allowed: 4 City Noise Ordinance: 10pm-8am License Number VR16-000453 Guest access You will receive guidebook via SMS 10 days before arrival with access instructions

Tropical Anna Maria Retreat • Pool • Walk to Pine

Welcome to this unique 5 bedroom Island Paradise!Jersey Girl features a main house with 3 bedrooms and 2 baths along with an additional 2 bedrooms and 1 bath in the back house. It's perfectly suited for multigenerational family getaways providing generous space to spread out. Also, a wonderful layout for a bridal party getting ready for the big day! The home features tasteful coastal-themed décor throughout that prioritizes guest comfort. The space Its gourmet kitchen and open floor plan are inviting family gatherings. Start your day at the breakfast bar and pick one of the many options for a great dinner together. The large table on the balcony offers alfresco style or dine pool side in the covered area under the front house. Boasting over 1500 square feet of outdoor living in a secluded poolside setting, enjoy the warm tropical breezes. Explore the various pool side areas where you can relax on sun loungers, catch up with family by the premium quality Adirondacks or hang out in the covered sitting corner and watch some sports. Play a round of pool or have a Connect Four competition! Conveniently located just a block away from Anna Maria's Pine Avenue, guests have easy access to fabulous shopping and dining options. Moreover, the Gulf or Bay Beaches, situated at each end of Spring Avenue, are within a short stroll. For those who prefer an active retreat, various rental options such as bikes, golf carts, GoPeds, and mopeds are available, allowing visitors to explore the tropical paradise hassle-free. Water enthusiasts will delight in the array of activities on offer, including kayak and paddleboard rentals and guided tours. The Gulf Coast of Anna Maria boasts exceptional fishing opportunities, with two fishing piers and numerous charter captains available for hire. HIGHLIGHTS •	2140 sq. ft. •	Private pool (30x13 ft) •	Washer/dryer in main house •	Separate Guest House •	Pool Table and Outdoor Games BEDROOMS •	Sleeps 12 •	Primary Bedroom: King Ensuite •	Second Bedroom: Queen •	Third Bedroom: Bunk beds - twins •	Fourth Bedroom: King (guest house) •	Fifth Bedroom: Twins (guest house) BATHROOMS •	Ensuite Bathroom: Walk-in Shower •	Second Bathroom: Walk-in Shower •	Third Bathroom: Walk-in Shower (guest house) EXTERIOR The living room opens to the large balcony with outdoor dining which over looks the pool area and guest house. There is plenty of seating and loungers in the covered areas under both the main house and guest house. Other features include pool table, connect 4, an outdoor shower and gas grill. There are 4 parking spaces designated for this property. The garage is not available to guests. This property is protected by video surveillance in the front parking and gate area. Optional pool heating, up to 86 F, is available from November to April at $150/week. Weather conditions may affect the temperature of the pool. Pool alarms are mandated per city licensing ordinance and cannot be disarmed. Pools are professionally serviced weekly and debris due to tropical climate might occur in between service days. Duncan Real Estate will expedite repairs of reported malfunctions, but no refund will be made for circumstances beyond our control. Consider renting Jersey Girl's little sister Jersey Gal for a smaller party. It features the front house with 3 bedrooms, sleeping up to 8 guests. Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Amenities Include: - Bedroom 1 King - Bedroom 2 Queen - Bedroom 3 2 Twin Bunk beds - Bedroom 4 King - Bedroom 5 Twins - Work Space Y - Bathroom 1 Walk-in Shower - Bathroom 2 Walk-in Shower - Bathroom 3 Walk-in Shower - Hot Water - Beach Access 0.4 miles - Bay Access 0.2 miles - Elevated - Central A C - Central Heat - Ceiling Fan Living Area - Free Parking - Parking Spots 4 - Self Check In - Keyless Entry - Bath Towels - Beach Towels - Quality Linens - Hair Dryer - Hangers - Refrigerator - Ice Maker - Stove - Cookware - Toaster - Blender - Keurig - Drip Coffee maker - Dishwasher - Microwave - Garbage Disposal - Dining Table - Breakfast Bar - High Speed WIFI - TV 6 - TV Streaming Only - Washer - Dryer - Iron - Ironing Board - Cleaning Kit - First Aid Kit - Fire Extinguisher - Smoke Alarm - Carbon Monoxide Alarm - Private Pool Y - Pool Dimensions 13 x 30 ft - Pool Alarms - Sun Loungers - Porch - Balcony - Outdoor Dining - Outdoor Shower - Propane Grill - Beach Amenities - Board Games - Outdoor Games - Pool Table - Exterior Outlet

Jersey Girl by Duncan Real Estate

Turtle Cove by Anna Maria Life Vacation Rentals 112 72nd St, Holmes Beach, FL 34217 4 Houses to the Beach! Gulf Views! 5 Bed / 4.5 Bath 3 King Beds, 1 Set of Twin XL /King Bunkbeds, 1 Set of Twin XL / Queen Bunkbeds Elevator Heated Pool & Spa Pool Loungers Outdoor Shower Poolside Dining & Lounge Area with Large Screen TV Gas Grill Pool, Ping Pong, Foosball Wine Fridge Professional Linen Service, Washers & Dryers Complimentary WIFI Beach Towels, Chairs & Wagon Parking for 3 Cars The space Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

Turtle Cove: 4 Houses to Beach, Pool, Elevator

Exclusive Amenities Include: • 5 Bedrooms / 4 Bathrooms • 2 King Beds, 2 Queen Beds, 2 Sets of Twin over Twin Bunk Beds & Twin Trundle • 100 Steps to the Beach • Private Heated Pool & Spa • 2 Lanais • Basketball Hoop & Ping Pong Table • Gas BBQ Grill • Beach Towels, Chairs, & Wagon • Free Private Driveway Parking for 4 Cars • Free WiFi • Beach Towels, Chairs, Cooler, & Caddy Provided • Starter Pack of Toiletry Essentials Included • Starter Pack of Home Essentials Included The space Welcome to Luna Sea – Your Private Slice of Paradise on Anna Maria Island!  Escape to a serene coastal haven just 100 steps from a pristine, private stretch of sugar-white sand beach. Luna Sea offers the ultimate beach getaway, complete with a convenient boardwalk for easy access to the turquoise waters of the Gulf. Spend your days basking in the sun and your evenings exploring the charming local scene, including the Sandbar restaurant, the quaint shops and eateries of Pine Avenue, and the vibrant vibe of Bortell’s—all just a leisurely 10-minute stroll away.  A Retreat Designed For Relaxation and Adventure This spacious two-story home is thoughtfully designed to cater to both family bonding and personal space. With two distinct living areas, two kitchens, and stylish beach-inspired decor, Luna Sea provides the perfect setting to unwind and reconnect with the sea. Feel the ocean breeze as you step onto the property, where lush tropical landscaping surrounds a private heated pool and spillover spa. Lounge poolside with your favorite drink, or soak up the stunning Gulf sunsets from Adirondack chairs on the deck. A basketball hoop and ping pong table promise hours of family fun, while the Tommy Bahama beach chairs, toys, and wagon make every beach day a breeze.  Bright, Breezy, and Beautifully Appointed The upper-level living space is the heart of the home, filled with island-inspired colors and decor that create a tranquil ambiance. A large sliding door opens to the balcony, where you’ll savor refreshing sea breezes and coastal views. The kitchen, featuring stainless steel appliances and ample counter space, is fully stocked with all the essentials for preparing delicious meals.  Sleep in Luxury At the end of the day, retreat to one of five beautifully appointed bedrooms, each designed for comfort and style. The primary suite is a serene sanctuary, featuring a king bed, a cozy sitting area, a wall-mounted flat-screen TV, and an en suite bath with dual closets. Step onto the screened balcony to enjoy your morning coffee in peace. The second bedroom offers a king bed, an en suite bath, and direct balcony access, where you can greet the sunrise with a smile. The third bedroom is a kid’s dream, featuring two custom twin-over-twin bunk beds with built-in storage and a converted desk area perfect for games or crafts.  A Private Retreat on the Lower Level The ground floor serves as a complete second living space—ideal for larger groups or families craving extra room. It has a second Living Room, a cozy seating area for movie nights, and includes a second kitchen with stainless steel appliances and a movable island. With the large sliding doors there is easy access to the pool area. The fourth bedroom features a queen bed with a trundle, while the fifth bedroom offers a queen bed, both sharing a bathroom with a spacious zero-entry walk-in shower.  An Unbeatable Location. Luna Sea is perfectly situated to take advantage of everything Anna Maria Island has to offer. Hop on the free island trolley to explore seven miles of beaches, unique shops, and fantastic dining options at your leisure. Whether you’re strolling along Pine Avenue, relaxing by the pool, or savoring Gulf sunsets, every moment here is a memory in the making.  Book your stay at Luna Sea today, and let the soothing rhythm of the waves and the vibrant energy of Anna Maria Island create your perfect vacation.  Exclusive Amenities Include: • 5 Bedrooms / 4 Bathrooms • 2 King Beds, Queen Bed, 2 Sets of Twin over Twin Bunk Beds and a Queen with a Twin Trundle • 100 Steps to the Beach • Private Heated Pool & Spillover Spa • 2 Lanais • Upper and lower Kitchens • Basketball Hoop & Ping Pong Table • Gas BBQ Grill • Washer & Dryer- Complimentary WiFi • Beach Towels, Beach Chairs & Beach Wagon • Free Private Driveway Parking for 4 Cars • Free WiFi & 6 HDTV’s • Gas Grill • Beach Towels, Chairs, Cooler, & Caddy Provided • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes • Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes • Enhanced Cleaning Protocols Provided by Our CottageClean Team  Luna Sea can accommodate up to 10 guests with a bedding configuration as follows: - Bedroom 1: King Bed, En Suite Bathroom, Balcony, TV - Floor 2 - Bedroom 2: King Bed, En Suite Bathroom, Balcony, TV - Floor 2 - Bedroom 3: Two Sets of Twin over Twin Bunk Beds, TV - Floor 2 - Bedroom 4: Queen Bed, TV - Floor 1 - Bedroom 5: Queen Bed with a Twin Trundle, TV - Floor 1  We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!  PLEASE NOTE: This pool is heated from November 15th to April 15th. Vacation Rental Registration Number VR19-000018.

Luna Sea | Anna Maria Luxury Home Steps to Beach!

The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL Welcome to The Big Yellow House on Pine by Anna Maria Vacations, a beachfront five-bedroom, four-bath home that captures the relaxed spirit of Anna Maria Island. Perfectly positioned along the Gulf, this charming coastal retreat offers spectacular beach views, a private pool and in-ground spa, and spacious living areas designed for family gatherings. Located right on Pine Avenue, guests are just steps away from local The space Highlights • Beachfront home with direct Gulf access • 5 Bedrooms / 4 Bathrooms • 2 King beds, 1 Queen bed, 4 Twin beds • Private pool and in-ground spa • Ping pong table and BBQ grill • Recently updated first floor • Washer and dryer • Multiple living spaces and dining areas • Steps from Pine Avenue shops and restaurants • 5 Parking spots Enjoy the ultimate island lifestyle at this family-friendly beachfront home. The covered patio and pool area overlooks the turquoise waters of the Gulf, creating an ideal space for morning swims, sunbathing, and sunset dinners. Fire up the BBQ grill, challenge the family to a ping pong match, or simply unwind in the bubbling spa as you listen to the waves roll in. With direct beach access, you can walk from your patio straight onto the soft white sand of Anna Maria Beach, making this one of the most desirable vacation rentals on Anna Maria Island. Inside, guests will find two spacious living areas, one on each floor; each featuring cozy seating, TVs, and dining tables perfect for shared meals. The main kitchen on the ground floor is fully equipped for home-cooked meals, while the second-floor kitchenette adds extra convenience for larger groups. Step out onto the upper balcony to take in uninterrupted Gulf views, the perfect spot for your morning coffee or an evening glass of wine. Each bedroom has been thoughtfully designed for comfort and relaxation, offering soft linens, ample storage, and serene coastal touches. The home features two primary suites, each with a king bed and an ensuite bathroom with a walk-in shower. On the main floor, there are two additional bedrooms; one with a queen bed and one with two twin beds, sharing a hall bath with a shower and tub combination. Upstairs, a twin bedroom offers an ensuite bath with a walk-in shower, providing the ideal retreat for younger guests or friends traveling together. Room Details -Primary Bedroom (1st floor): King bed, ensuite bath with walk-in shower -Second Bedroom (2nd floor): King bed, ensuite bath with walk-in shower -Third Bedroom (1st floor): Queen bed -Fourth Bedroom (1st floor): Two Twin beds -Fifth Bedroom (2nd floor): Two Twin beds, ensuite bath with walk-in shower Beyond the beach, explore the best of Anna Maria Island right from your doorstep. Stroll along Pine Avenue to find local shops, bakeries, and restaurants, or spend your days exploring the island by bike or trolley. The home also features a washer and dryer, making it easy to keep beachwear fresh throughout your stay. From its beachfront location to its private pool and spa, The Big Yellow House on Pine by Anna Maria Vacations offers a perfect mix of comfort, convenience, and coastal charm. Ideal for families and groups, this home captures the essence of island living with everything you need for a stress-free, sun-soaked getaway. Book your stay today with Anna Maria Vacations and make unforgettable memories at The Big Yellow House on Pine! Other things to note This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

Gulf front with pool and spa!

Sato Real Estate: Island Faces Selling & Renting Island Places The space Welcome to Sundowner Beach! This luxury gulf-front property offers everything you need to enjoy the perfect beach getaway! Take in the beautiful panoramic views of the white sand beach from the large balcony while you dine al fresco in the sunset.  This modern beach house is filled with gorgeous furnishings creating a chic and comfortable home for your stay. Located in a quiet neighborhood at the north end of the island, Sundowner Beach has its own private gate directly to the beach. The property is ideally located just 10 minute beach walk from beautiful Bean Point. The shops of Pine Avenue and The Sandbar, one of Anna Maria's most popular beachfront restaurants, are also within 10 minutes beach walk to the south.  Take in stunning gulf-front beach and sunset views from the living area, the two huge balconies and the bedrooms. The kids tv den ensures they can enjoy their favorite movies or games uninterrupted. When you're not dining out, the gourmet chef's kitchen is fully equipped with everything you need to prepare delicious meals!   Sundowner Beach offers five bedrooms and five bathrooms and is available for parties of up to eight guests. Main level: TV Den Bedroom 1: Bunk room- twin-over-twin and twin-over-queen Hallway bathroom  Top level: Bedroom 2- Queen with ensuite bathroom Bedroom 3- 2 Extra Long Twins with ensuite bathroom Bedroom 4- King with ensuite bathroom Bedroom 5- King with ensuite bathroom  The large pool area comes equipped with a heated pool and spa that can be enjoyed year round! With ample poolside sun-loungers, stylish swinging chairs and comfortable shaded seating there's a quiet spot for everyone. For the more active, the ping-pong table and foosball table are the perfect poolside additions! Bicycles, paddleboards, kayaks and beach gazebos can all be delivered in from numerous local rental services.  *Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.  ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Sundowner Beach: Luxury Gulf-front, stunning views

Sato Real Estate: Island Faces Selling & Renting Island Places The space Welcome to The Aquamarine, your luxurious retreat for the perfect getaway! This stunning 5-bedroom, 4.5-bathroom vacation home is designed to provide the ultimate blend of comfort, entertainment, and tranquility for up to 10 guests.  As you step into The Aquamarine, you'll be greeted by an inviting open floor plan in the main living area, seamlessly connected to a rear balcony overlooking the lush foliage surrounding the heated pool. The pool area boasts a secluded outdoor lounge, perfect for unwinding in the sun or enjoying a refreshing dip in the pool.  For those who enjoy a little friendly competition, The Aquamarine offers a two-hole putting green conveniently located next to the pool and lounge area. The game room is equipped with foosball, a mini fridge, and a TV, providing the ideal space for indoor entertainment and relaxation.  The main living level features two spacious bedrooms, offering privacy and comfort. Upstairs, you'll find three additional bedrooms, including a master suite that goes above and beyond. The master suite includes a breakfast bar with a mini fridge, a walk-in closet, and a private balcony. The ensuite bathroom features a luxurious walk-in shower, ensuring a spa-like experience.  The Aquamarine's prime location adds to its appeal. Situated close to Gulf Dr, you'll have easy access to the Free Island Trolley, making it a breeze to explore Pine Avenue or Holmes Beach. Best of all, the beach is just a 3-minute walk away, with no busy streets to cross, allowing you to immerse yourself in the sun, sand, and surf at your convenience.  Indulge in the perfect vacation experience at The Aquamarine – where luxury meets convenience, and every moment is a cherished memory. Book your stay now and elevate your vacation to new heights!  Floor 1 (ground) Heated pool, lounge area, two-hole putting green, and a game room with foosball, TV, and mini fridge.  Floor 2 (main living level) Bedroom 1: Queen with TV, ensuite bathroom with walk-in shower, and access to shared front balcony Bedroom 2: Queen with TV, ensuite bathroom with walk-in shower, and access to shared front balcony  Half bath with laundry in the hall  Floor 3 Bedroom 3: Twin-over-Full bunk bed Bedroom 4: King bed with TV Bedroom 5: King master with TV, ensuite bathroom with walk-in shower, walk-in closet, breakfast bar with mini-fridge, and private balcony access Shared bathroom in hall with shower/tub combo  PETS: Please note this property is NOT pet-friendly.   PARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.  GARAGE: Right-side garage is available for guest use. Please note that the left-side garage is NOT available for guest use.  ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.  "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."  *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.  VRC16-000641

The Aquamarine: *Heated Pool *Putting Green *Games

111 81st St, Holmes Beach, FL 34217 5 Houses to the Beach! West of Gulf Dr! No Streets to Cross 5 Bed / 4 Bath Heated Pool & Spa Pool Loungers Outdoor Shower Rooftop Deck with Gulf Views Poolside Entertainment Area, High-top at Bar with Seating for 6, TV & Dining Table for 6 Pool Table Gas Grill Washer & Dryer Complimentary WIFI Beach Towels, Chairs, Wagon Parking for 4 Cars The space Above it All by Anna Maria Life Vacation Rentals 111 81st St, Holmes Beach, FL 34217  What You'll Love About This Home: Location! 5 Houses to the Beach! West of Gulf Dr! No Streets to Cross 5 Bedroom / 4 Bathroom 4 King Beds, 1 Set of Full over Full Bunkbeds Private Heated Pool & Spa Pool Loungers Outdoor Shower Rooftop Deck with Stunning Views of Gulf Poolside Entertainment Area, High-top at Bar with Seating for 6, TV & Dining Table for 6 Pool Table Gas Grill Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Beach Chairs & Beach Wagon Parking for 4 Cars  Details: Take in the glorious views of the Gulf of Mexico from the roof top deck of Above it All. With the sugar sand beach five houses from your front door, this home is the perfect retreat for your AMI vacation.  The beachy decor and island influences throughout the home will remind you that you are in paradise. The main living level on floor two includes the large kitchen with bar seating at the counter, a dining room with table for eight, and bright living room filled with natural light.  Three of the five bedrooms are located on the second level and include two king bedrooms, and a room with a set of full over full bunkbeds. The third level features two king bedrooms with ensuite bathrooms. One of the bedrooms includes private balcony access. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  Relax in a pool lounger by the sparkling pool and hot tub. An outdoor shower is also available. The poolside entertainment level features a wet bar with mini fridge, bar seating for six, a dining table for 6, lounge furniture, a TV, pool table and gas grill.  Above it All is a quick walk to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1: King Bed, Ensuite Bathroom, TV - Floor 3 Bedroom 2: King Bed, Ensuite Bathroom, TV - Floor 3 Bedroom 3: King Bed, Jack & Jill Bathroom, TV - Floor 2 Bedroom 4: King bed, Jack & Jill Bathroom, TV - Floor 2 Bedroom 5: Bunk Beds, Full over Full, TV - Floor 2  Please note: Amenities are subject to change. Pets are not allowed in this home. Driveway parking is available for a maximum of 4 cars. Parking for additional vehicles is not available.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is ten. Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

Above it All: Rooftop Deck, Pool, 5 Homes to Beach

Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den North End of Anna Maria Island. Professionally decorated and finished with all King Beds and En-Suite Bathrooms. Chef's Kitchen with a 48inch gas range. Wine Cooler on two levels and a private covered porch to enjoy the sunsets on the upper levels. Gas BBQ on the lower pool deck. TV's located in all bedrooms and on the lower and upper decks. 4 Adult Bikes, Kayak, Paddle Boards Included (golf cart available for qualifying guests) The space Experience luxury in our five-bedroom home, meticulously designed for comfort and enjoyment. Each of the four king suites is a sanctuary, featuring a private en-suite bathroom and a TV for your entertainment. The bunk room offers a fun and flexible space with full-over-full bunk beds, perfect for kids or additional guests. A convenient half bath is located just outside the bunk room. The gourmet chef's kitchen is equipped with a 48-inch gas range, ideal for preparing delicious meals. Enjoy outdoor dining with the gas BBQ on the pool deck. Unwind on the private covered porch with a wine cooler, offering stunning Gulf sunset views. This property provides easy beach access and is a short walk to Bean Point. The pool deck is perfect for grilling, lounging, and socializing. Guest access Guests have access to adult bikes, paddle boards, and a kayak for exploring the area. A complimentary 6-passenger street-legal golf cart is also provided for easy island navigation. Other things to note Please review and agree to the Reservation Agreement. Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire. >91 days before your arrival all funds refundable less $300 <90 days no refund Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. Pet Fee and Pet Waiver Required. $500 per pet Any unauthorized pets=25%surcharge Traveler must provide photo ID and guest list If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.) Due to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment and Amenity Waiver for anyone 18 +. 6 passenger golf cart available for guests who are 25+ with a valid N American Drivers license and Auto insurance

Cloud 9 | Beachfront Pool & Spa | Bean Point, Golf

Dolce Vita by Anna Maria Life Vacation Rentals 848 N Shore, Anna Maria, FL 34216 North End! Gorgeous Bay Views! 5 Bedrooms / 5 Baths 4 Kings, Queen over Queen Bunkbed Private Heated Pool & Spa Pool Loungers Elevator Mini Golf Putting Green, Cornhole Propane Firepit Pool, Ping Pong & Foosball Gas Grill Multiple Verandahs with Seating including a Swing Lounger Rooftop Deck Experience with Lounge Cabana & Privacy Sun Shade Professional Linen Service, Washer & Dryer WIFI Beach Towels, Chairs, Wagon The space Located on the desirable North End of Anna Maria Island, Dolce Vita is a stunning vacation home offering the ultimate getaway experience. With panoramic views of the sparkling bay, it’s the ideal destination for those seeking relaxation, luxury, and adventure. This spacious 5-bedroom, 5-bathroom home comfortably accommodates up to 8 guests with 4 king-sized beds and a queen-over-queen bunk bed.  Four of the of the bedrooms feature a King Bed and ensuite bathroom. The final bedrooms includes a queen over queen bunk bed. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. With an elevator for easy access to all floors and a washer and dryer, every comfort has been thoughtfully considered. Additional amenities include complimentary Wi-Fi, beach towels for your convenience, and ample parking space for 4 cars in the driveway and 2 in the garage.  Enjoy outdoor living at its finest with a private heated pool and spa, pool loungers, and a propane firepit for cozy evenings under the stars. The expansive outdoor space also features multiple verandahs with plenty of seating, including a swing lounger perfect for unwinding with a view.  For fun-filled activities, this home includes a mini golf putting green, cornhole, and an assortment of games like pool, ping pong, and foosball. For added convenience, a gas grill is available for those who love cooking outdoors.  The rooftop deck is a luxurious experience with ample seating and a lounge cabana with a privacy sunshade, offering a serene escape with breathtaking views.   Whether you’re relaxing by the pool, enjoying the games, or soaking in the views from the rooftop, Dolce Vita promises a memorable and rejuvenating stay on one of Florida’s most beautiful islands.  Dolce Vita is easy walking distance to Pine Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 3 - King Bed, Ensuite Bathroom, Balcony,TV - Floor 2 Bedroom 4 - King Bed, Ensuite Bathroom, Balcony, TV - Floor 2 Bedroom 5 - Queen over Queen Bunk Bed, TV - Floor 2  Please note: This home is not pet friendly. Amenities are subject to change.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight. Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

Dolce Vita: Amazing Rooftop Experience, Pool Spa

A Wave From It All by Anna Maria Island Accommodations Home in Anna Maria, Florida VR19-000058 / DWE5105449 Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eateries along Pine Avenue, this family-friendly retreat is ideal for large families and groups seeking comfort, fun, and relaxation. With a private heated The space Highlights -7-minute walk to Anna Maria Island beaches -5 Bedrooms / 6.5 Bathrooms -4 King beds, 2 Twin beds, Full-over-Full bunk beds -Private heated pool and hot tub -Game room with foosball and ping pong -Outdoor grill and multiple dining areas -Dog friendly with approval and fee -Washer and dryer -Parking for 4 vehicles Your private backyard oasis awaits with a sparkling pool, bubbling hot tub, and plenty of lounge seating for soaking up the Florida sunshine. Challenge family and friends to a round of foosball or ping pong or gather for cookouts around the BBQ grill and outdoor dining table. Multiple balconies and covered seating areas provide plenty of spaces to relax with coastal breezes and Gulf sunsets. The main level features an inviting open concept layout with a coastal-inspired living room, plush seating, and a large TV for family movie nights. The fully equipped gourmet kitchen includes stainless steel appliances, abundant counter space, and a spacious island that makes meal prep easy. An elegant dining table seats eight, while casual meals can be enjoyed on the outdoor balcony. Upstairs, a second den provides an additional lounge space with a large TV and cozy seating. Each bedroom is designed for rest and privacy, with plush bedding, TVs, and ensuite bathrooms. The primary suite is a serene escape with a king bed, private balcony, and ensuite bath featuring dual vanities and a walk-in shower. Three additional king bedrooms each offer ensuite bathrooms with walk-in showers. The fifth bedroom includes two twin beds and its own ensuite, while the upstairs den features a built-in full-over-full bunk bed and a bathroom with a shower/tub combo—perfect for kids or extra guests. Room Details -Primary Bedroom, 2nd Floor: King bed, private balcony, ensuite bath with dual vanity and walk-in shower -Second Bedroom, 2nd Floor: King bed, ensuite bath with walk-in shower -Third Bedroom, 2nd Floor: King bed, ensuite bath with walk-in shower -Fourth Bedroom, 3rd Floor: King bed, ensuite bath with walk-in shower -Fifth Bedroom, 3rd Floor: Two Twin beds, ensuite bath with walk-in shower -Den, 3rd Floor: Full-over-Full built-in bunk beds, ensuite bath with shower/tub combo This home includes Wi-Fi, a washer and dryer, and parking for up to four vehicles. Dog-friendly accommodations are available with host approval and an additional fee. Located just steps from local restaurants, boutique shopping, and the Anna Maria Island trolley, guests can enjoy both convenience and relaxation. With its spacious design, private pool and spa, game room, and unbeatable location near Anna Maria’s beaches, A Wave From It All is the perfect vacation rental for large families and groups. Book your stay with Anna Maria Island Accommodations today and experience the best of Florida’s Gulf Coast in style and comfort! Other things to note *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Imagine spending your vacation at this incredible home that is located just steps to the beach, shopping, dining, and more. Inquire today! With host approval before check-in, this property accepts dogs only Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. VR19-000058 / DWE5105449

A Wave From It All! Pool, Spa and Game Room

Looking for that Old Florida experience? Then, you will love this historic home. This 5 bedroom / 4 bathroom home has 13 beds. This charming home is just steps to the beach. The space This historic home that was once a U.S. Army “Changing House” before being moved to the island and becoming a unique family home. The home offers a variety of interesting features including: a spacious Florida room with a wet bar. There are 3 refrigerators for lots of groceries and beverages; an outdoor shower, a claw-foot bathtub; large capacity washer & dryer and much, much more. A wide, wrap-around porch on three sides of the home has rocking chairs and swings for family fun or quiet relaxation. Old Florida is waiting to be enjoyed with this charming home at the beach. Located just one house away from Anna Maria Island’s 7 mile long, white sugar sand beach. Access to the beach is just steps away. There are no roads to cross for beach access. Vacation Rental Certificate: VRC21-000052 On-site Parking Spaces - 8 Other things to note Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The City of Holmes Beach does have a noise ordinance.

Welcome to our historic Florida beach HOME

Back to Blue by Anna Maria Life Vacation Rentals 850 N Shore Dr, Anna Maria, FL 34216 Walk to Bean Point! 5 Bed / 5 Bath 5 Kings / Q Sofa Bed Guest House - Studio with King, Bathroom & Kitchen Heated Pool & Spa In Pool Lounge Chairs Outdoor Shower Pool Level Covered Lounge & Game Room, Foosball & TV Ping Pong & Cornhole Grill Outdoor Patio Dining & Picnic Table (Pool level) Beach Towels, Chairs & Wagon Parking for 4 Cars The space Tucked away on the desirable North End of Anna Maria Island, this spacious and inviting vacation home offers the perfect blend of comfort, fun, and unbeatable location. Just a short walk to the stunning shores of Bean Point and directly across the street from Tampa Bay, you'll enjoy easy access to the best of island life.  With five bedrooms and five bathrooms, the home comfortably accommodates families or groups, featuring four king beds and a queen sleeper sofa. A private guest house with its own entrance includes a studio-style layout complete with a king bed, full bathroom, and fully equipped kitchen—ideal for extended family or friends seeking a little extra privacy.   The master bedroom features a king-sized bed and en-suite bathroom in addition to an upper level private deck and seating to enjoy the water views. Guests staying in this bedroom may also access the backyard and pool from a spiral staircase. The other two bedrooms in the main house also feature king sized beds, one with direct access to the covered breezeway in the front of the home and an en-suite bathroom which is also accessed from the hallway. The final king bedroom is located on the second floor and a hall bathroom is located nearby. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  The outdoor space is truly a highlight, centered around a private heated pool and spa with built-in lounge chairs for soaking up the sun. After a beach day, rinse off in the private outdoor shower or use the foot wash stations before relaxing in the covered poolside lounge and rec area, outfitted with a foosball table and TV. There's also ping pong, cornhole, puzzles, games, and books to keep everyone entertained.  Upstairs, the second-level deck offers patio dining for six, while the ground level features an additional outdoor dining area and picnic table. A gas grill is ready for cookouts, and beach essentials—including towels, chairs, and a wagon—are all provided for your convenience. With driveway parking for up to four cars, this home has everything you need for a laid-back, fun-filled island escape.  Back to Blue is easy walking distance to many shops and restaurants, and less than a block to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1 - King Bed, Ensuite Bathroom, 55 inch Smart TV - Floor 1 Bedroom 2 - King Bed, Ensuite Bathroom, 55 inch TV Smart TV - Floor 1 Bedroom 3 - King Bed, Ensuite Bathroom, Backyard & Pool Access, 55 inch Smart TV - Floor 2 Bedroom 4 - King Bed, TV - Floor 2 Bedroom 5 - King Bed EnSuite Bath, 55 Inch SmartTV - Floor 2 (Located in Guest House) Living Room - Queen Sofa Bed  Please note: Pets are not allowed in this home. Garage is not for guest use. Amenities are subject to change. Driveway parking is available for a maximum of 4 cars. Parking for additional vehicles is not available.   You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.  VR22-000012 Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

Back to Blue: Pool & Spa, Ping Pong, Foosball

Go with the Flow by Exclusive Vacations Vacation Rental License #VR24-000026 Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacation home showcases a private pool with spa, a rooftop entertainment deck, and beautifully curated designer interiors. Whether gathering with family The space Highlights • 5-minute walk to Anna Maria Beach • 5 Bedroom / 5.5 Bath luxury home • 4 King Beds, 2 Twin over Twin Bunk Beds • Private pool with in-ground spa • Rooftop entertainment deck with bar • 3-in-1 game table (pool, ping pong, air hockey) • Outdoor lounge area • Chef’s kitchen with wine refrigerator • Washer and dryer • Parking for 4 vehicles • Pet friendly with host approval Step into your private outdoor oasis where a resort style river pool and in-ground spa create the perfect setting for relaxation and entertainment. The rooftop deck provides an elevated gathering space with sweeping island views, comfortable seating, a bar setup, and a versatile 3 in 1 game table that brings everyone together for evenings of laughter and fun. Whether enjoying sunny afternoons poolside or unwinding beneath the stars on the rooftop, every outdoor space invites you to slow down and savor island life. Inside, the home blends refined coastal design with modern comfort. The open concept living area features plush seating, accent chairs, and a large television, creating an inviting space for relaxing evenings. The chef inspired kitchen is equipped with high end appliances, quartz countertops, and a wine refrigerator, making meal preparation effortless, while the spacious dining table and bar seating provide the perfect place for gathering and sharing meals. Each bedroom offers a peaceful private retreat, complete with crisp linens, televisions, and its own ensuite bathroom. The primary suite is a true sanctuary featuring a king bed, private balcony access, and a spa inspired bathroom with a soaking tub, double vanity, and walk-in shower. Three additional king suites include ensuite bathrooms with walk-in showers, providing comfort and privacy for every guest. The bunk room, ideal for younger travelers or teens, features two twin over twin bunk beds and an ensuite bathroom with a shower and tub combination. A washer and dryer are also available for added convenience during extended stays. Exclusive Vacations Amenities • 6-seat Club Car Cru luxury golf cart • Premium beach cruiser bikes • Luxury beach chairs, umbrellas, and beach cart • Upgraded bed and bath linens with premium bath amenities • Fully stocked starter supplies for a seamless arrival • Portable Pack and Play for traveling families Room Details - Primary Bedroom: King bed and ensuite bathroom with standalone soaking tub and walk-in shower - Second Bedroom: King bed and ensuite bathroom with walk-in shower - Third Bedroom: King bed and ensuite bathroom with walk-in shower - Fourth Bedroom: King bed and ensuite bathroom with walk-in shower - Fifth Bedroom: Two Twin over Twin bunk beds and ensuite bathroom with shower and tub combination Go with the Flow offers everything needed for a seamless and elevated island stay, enhanced by the exclusive amenities included with your reservation. Guests enjoy access to a 6-seat Club Car Cru golf cart for easy island exploring, luxury beach cruiser bikes, and a full set of premium beach gear including chairs, umbrellas, and a beach cart for effortless days on the sand. Inside, upgraded bed and bath linens, premium toiletries, and fully stocked starter supplies create a comfortable, hotel quality experience, while a portable Pack and Play provides added convenience for traveling families. Its prime location places you moments from the best of Anna Maria Island, where you can bike to the boutiques of Pine Avenue, dine at locally loved restaurants, or hop on the free island trolley to explore the island from north to south. Designed for guests seeking both relaxation and refined island living, this exceptional home captures the very best of Anna Maria Island. Reserve your stay today and experience the art of effortless luxury with Exclusive Vacations. Other things to note With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Exclusive Vacations Rental Policies for full details. Use of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Exclusive Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Exclusive Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Experience Luxury at Go with the Flow! Lazy River

211 Oak Ave, Anna Maria, FL 34216 1.5 Blocks to Beach & On Canal Long dock for easy Paddle Boarding or Kayaking Boat lift access at dock with 10,000 pound capacity 5 Bed/ 5.5 Bath 5 Kings, 1 Q Sofa Sleeper Elevator Heated Pool & Spa Outdoor Shower Summer Kitchen with Gas BBQ Grill & Patio Dining Overlooking Pool Multiple Verandah Decks with Seating Fire Pit Hammock Pool, Ping Pong & Putting Green Washer & Dryer WIFI Beach Towels, Chairs, Wagon Four Parking Spaces The space Snook Lookout by Anna Maria Life Vacation Rentals 211 Oak Ave, Anna Maria, FL 34216  Location! Location! Snook Lookout is 1.5 blocks from the beach and on a canal with a large dock. Welcome to the vacation experience of a lifetime! Snook Lookout is the definition of a luxury beach vacation home  Enjoy the island and sea-themed décor spread throughout the home for total island life immersion. Create a meal in the fully equipped kitchen or venture outside to grill up your catch of the day in the summer kitchen complete with a gas grill, sink, fridge and meal prep area. Enjoy your dinner at the patio table with seating for eight while overlooking the tropical landscaping and sparkling heated pool. Enjoy the island breezes from one of the many verandahs and balconies overlooking the lovely front drive or the sparkling pool and spa. Our home sits on a canal where you may be lucky enough to see manatee or easily take out to the waters for a paddle board excursion  Each of the five bedrooms feature a king-sized bed, en-suite bathroom, and TV. A queen-sized sofa sleeper is also available on the second floor. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  After a relaxing dip in the oversized lagoon-shaped pool, complete with water feature sculpture and underwater bench seating around a table with beach umbrella, relax in a pool lounger and enjoy the island breezes of paradise. Rinse off the sand and salt at the outdoor shower. Relax in a pool lounger and enjoy the island breezes of paradise. the fire pit is the perfect place to wind down and enjoy the evening.  The entire family will have their choice of entertainment with a pool table, ping pong table, and putting green. Enjoy a tropical drink you made yourself at the bar and chill in front of the TV. Don't forget to bring along a good book for a relaxing afternoon in the hammock. The fire pit provides the perfect place to wind down and enjoy the evening.  Bring the boat! There is a long dock with lift with a 10,000 pound capacity. There are no bridges to worry about as you head into the open waters of the Tampa Bay.   Snook Lookout is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 2 - King Bed, Ensuite Bathroom, Private Balcony, TV - Floor 2 Bedroom 3 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 4 - King Bed, Ensuite Bathroom, TV - Floor 2 Bedroom 5 - King Bed, Ensuite Bathroom, TV - Floor 3 Queen Sofa Sleeper - Floor 2  Please note: This home is not pet friendly. Use of boat lift requires a fully refundable deposit. Amenities are subject to change.  DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The maximum occupancy is eight.  VR20-000003 Other things to note Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

Snook Lookout: On Canal, Pool Spa, Game Room, Dock

Antigua Bay by Anna Maria Vacations Home in Anna Maria, FL VR16-000450 Welcome to Antigua Bay, a stunning five-bedroom, four-bath luxury vacation home located on the prestigious north end of Anna Maria Island, just steps from the Gulf. Perfect for large families and groups, this dog-friendly retreat offers premium amenities including a rooftop deck with panoramic island views, a private pool and in-ground spa, and fun family entertainment with both a pool table and foosball table. With Pine The space Highlights -3-minute walk to Anna Maria beach -5 Bedrooms / 4 Bathrooms -4 King beds, 2 Twin-over-Twin bunks -Rooftop deck -Private heated pool and in-ground spa -Covered patio with foosball, pool table, and bar area -Outdoor dining and BBQ grill -Near Pine Avenue restaurants and shops -Dog-friendly -6 Parking spots From sunrise coffee on the rooftop deck to sunset swims in the private pool, Antigua Bay is designed for memorable island living. Spend the day exploring Anna Maria’s pristine beaches, then return to tropical landscaping, lounge chairs for sunbathing, and a shaded entertainment area with a pool table, foosball, and bar. An outdoor dining space and BBQ grill to make breezy meals. The open living area welcomes you with plenty of natural light, plush seating, and a large TV. The fully equipped kitchen features stainless steel appliances, cookware essentials, and an island with seating, ideal for casual breakfasts or evening appetizers. A dining table provides ample room for family meals, while multiple balconies invite you to sip morning coffee with gentle Gulf breezes. Antigua Bay offers two luxurious primary suites, one on each living floor, each featuring a king bed, furnished balcony, and ensuite bathroom with double vanities and walk-in showers. Two additional guest bedrooms also feature king beds, and the fifth bedroom is perfect for kids with two twin-over-twin bunk beds. Bathrooms are stylishly appointed, with walk-in showers and a shower-tub combination for added convenience. Room Details -Primary Bedroom 1: King bed, balcony, ensuite bathroom with double vanity and walk-in shower -Bedroom 2: King bed, balcony, ensuite bathroom with double vanity and walk-in shower -Bedroom 3: King bed, balcony access -Bedroom 4: King bed -Bedroom 5: Two twin-over-twin bunk beds This property participates in Anna Maria Vacations’ Professional Linen Program, providing guests with premium-quality bedding, bath towels, and beach towels, all freshly laundered and ready for your stay. Other amenities include Wi-Fi, washer and dryer, and multiple entertainment options indoors and out. Spend your days exploring nearby Pine Avenue with its boutiques, ice cream shops, and waterfront dining, or hop on the island trolley to discover the rest of the island. Antigua Bay offers the perfect blend of luxury, location, and entertainment. Book your dream Anna Maria Island getaway today! Other things to note With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Vacations Rental Policies for full details. This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

Antigua Bay! Rooftop Views and Private Pool!

207 N Harbor Dr, Holmes Beach, FL, 3427 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! On a Canal! 5 Bedrooms / 5 Bathrooms 4 Kings, Full over Full Bunkbed Private Heated Pool with In-Pool Table & Seating Pool Loungers & Umbrellas Outdoor Shower Covered Poolside Lounge Area Gas Grill Dock on Canal, Ladder for Kayak Launching Fish Table Putting Green Ping Pong Washer & Dryer WIFI Parking for 5 Cars VRC16-000133 The space My Grand Floridian by Anna Maria Life Vacation Rentals 207 N Harbor Dr, Holmes Beach, FL, 34217  What You'll Love About This Home: Location! 2.5 Blocks to the Beach! On a Canal! 5 Bedrooms / 5 Bathrooms 4 Kings, Full over Full Bunkbed Private Heated Pool with In-Pool Table & Seating Pool Loungers & Umbrellas Outdoor Shower Covered Poolside Lounge Area with Dining Table for 8 Gas Grill Private Dock on Canal, Ladder for Kayak Launching Fish Table Putting Green Game Room, Ping Pong Multiple Verandahs & Private Rooftop Deck Keurig & Drip Coffee Makers Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Chairs, Wagon Parking for 5 Cars (4 in driveway, 1 in garage) Details: My Grand Floridian is a canal front vacation oasis packed with outdoor activities, games and fun for the entire family. The sparkling clear waters of the Gulf of Mexico and the sugar sand beach are a quick walk from the front door.  The bright kitchen overlooks a dining room with seating for eight and additional stools at the island. The living area is a comfortable spot for the family to gather and enjoy the pool view from the patio doors.  The main living level also features two of the king bedrooms, both with ensuite bathrooms and balcony access. The third floor includes a king bedroom and a bedroom with a full over full bunkbed connected by a Jack n Jill bathroom. The master suite on this level features a king bed, ensuite bathroom and a spiral staircase to the private rooftop deck. Guests will love the sunset views! Each bedroom includes a TV and crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.  The private heated pool features an in-pool table and seating. Relax in a pool lounger or Adirondack chair while enjoying the island breezes. An outdoor shower allows you to rinse the sand from your suit before entering the pool.  The covered poolside lounge area hosts a dining table for eight for guests to enjoy a meal from the grill. The lounge furniture provides additional relaxation space. Guests will love the putting green and game room with ping pong and foosball tables.  The fisherman in the family will love the dock and fish cleaning table. A ladder is available to access the canal for kayak or paddleboard launching.  My Grand Floridian is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1 - King Bed, Ensuite Bathroom, Private Balcony, TV - Floor 3 Bedroom 2 - King Bed, Ensuite Bathroom, Balcony, TV - Floor 2 Bedroom 3 - King Bed, Ensuite Bathroom, Balcony, TV - Floor 2 Bedroom 4 - King Bed, Jack n Jill Bathroom, TV - Floor 3 Bedroom 5 - Full over Full Bunkbed, Jack n Jill Bathroom, TV - Floor 3  Please note: Amenities are subject to change. This home is not pet friendly. The right-side garage is not available for guest use. These premises are monitored by video surveillance in select exterior areas. Parking for a maximum of 5 cars. Four spaces in driveway, and one space in the east garage. Parking for additional vehicles is not available.  DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is ten.  VRC16-000133 Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances  Please note the item "Cleaning Fee" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item "Service Fee" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip.

My Grand Floridian: Canal Front, Dock, Pool, Games

Gone Gulfin’ by AMI Locals Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Designed with relaxation and entertainment in mind, Gone Gulfin’ blends contemporary style and coastal elegance to deliver the ultimate Anna Maria The space Highlights • 3-minute walk to the beach • 5 Bedrooms / 4.5 Bathrooms • 4 King beds, 1 Twin-over-Full bunk bed • Rooftop deck with Gulf views • Private pool with spa and sunshelf • Putting green and ping pong table • Outdoor TVs and covered seating areas • 3 parking spaces • No pets allowed Gone Gulfin’ was built for outdoor living and fun under the Florida sun. The rooftop deck is a showstopper, with multiple levels for lounging and entertainment. Adirondack chairs and loungers on the top deck for Gulf view sunsets, and a covered patio below with a TV, comfy seating, and ping pong table. In the backyard, enjoy a private pool and spa, practice your short game on the putting green, or relax in a shaded lounge area while watching the game on the outdoor TV. Whether you’re swimming, sunbathing, or dining outdoors, every space has been designed for maximum enjoyment. Step inside to discover an inviting, open concept living space filled with natural light and coastal delight. The living area offers a plush curved sectional, cozy side chairs, and a large TV, creating the perfect atmosphere for family movie nights. The chef’s kitchen features custom cabinetry, designer backsplash, appliances, and a large island with breakfast stools. There’s also a wet bar with a wine fridge and a spacious dining table, ideal for group meals and evening gatherings. Every detail reflects thoughtful design and modern comfort. Each of the five bedrooms is beautifully appointed with premium bedding, ample space, and tranquil decor. The primary suite offers a king bed, ensuite bathroom with dual vanities, walk-in shower, and soaking tub for spa-like relaxation. Two additional king bedrooms feature ensuite bathrooms, one with balcony access, while the remaining king bedroom and bunk room share a hallway bathroom with a walk-in shower. Every room promises restful nights and rejuvenating mornings after your days in the sun. Room Details -Primary Bedroom (2nd Floor): King bed, ensuite bathroom with double vanity, walk-in shower, and soaking tub -Second Bedroom (2nd Floor): King bed, balcony, ensuite bathroom with shower/tub combo -Third Bedroom (3rd Floor): King bed, ensuite bathroom with double vanity and walk-in shower -Fourth Bedroom (3rd Floor): King bed, shares hallway bath with walk-in shower -Fifth Bedroom (3rd Floor): Twin-over-Full bunk bed This home also includes Wi-Fi, a laundry room, and a half bath for guest convenience. Located near Gulf Drive and Pine Avenue, Gone Gulfin’ offers easy access to Anna Maria’s best shopping, dining, and attractions. Spend your days on the white sand beaches or explore the island aboard the AMI trolley. With endless outdoor adventures and world-class dining nearby, you’ll have everything you need for the perfect island getaway. Whether you’re planning a family beach vacation, friends’ retreat, or relaxing island escape, Gone Gulfin’ by AMI Locals delivers the total package of luxury, fun, and comfort. With brand-new design, a rooftop deck with Gulf views, and a backyard built for play and relaxation, this home redefines coastal living on Anna Maria Island. Book your stay at Gone Gulfin’ by AMI Locals today and make your island vacation one to remember! Other things to note This property does not allow pets. 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

NEW Home w/Pool and Putting Green-Gone Gulfin'

Palmetto Pointe by AMI Locals VR19-000033 Welcome to Palmetto Pointe, a luxurious five bedroom, five and a half bath vacation home located just one block from Anna Maria Island Beach. This retreat features a rooftop deck with Gulf views, wraparound balconies, a large private pool with spa, and spacious bedroom suites; perfect for large families or groups. With shops and restaurants just a few blocks away, like Ginny’s and Jane E’s. Palmetto Pointe offers the ultimate Anna Maria Island The space Highlights • 2-minute Walk to Anna Maria Beach • 5 Bedrooms / 5.5 Bathrooms and Bonus Room • 5 Kings, 3 Twin Daybeds, Built-in Bunks • Private heated pool with spa • Rooftop deck with Gulf sunset views • Wraparound balconies on every level • Pool table and ping pong table • 4 parking spots • Near Pine Avenue shops and restaurants Enjoy your own backyard paradise with a large heated pool, spa, and plenty of lounge seating. Host family meals in the shaded outdoor areas or challenge friends to a game of pool or ping pong. Head up to the rooftop deck for stunning Gulf and sunset views or relax on one of several wraparound balconies surrounded by lush landscaping. Step inside to discover a coastal inspired haven filled with designer touches. The open main living area is perfect for gatherings, with a plush family room, a spacious dining area, and a gourmet kitchen equipped with premium appliances, ample counter space, and everything you need to prepare meals for a crowd. The large island and open flow make entertaining seamless, while multiple seating areas ensure plenty of room for relaxation. Each suite offers private luxury with an ensuite bathroom and balcony access. The second floor includes two king suites plus a third bedroom with balcony access and private bath. Upstairs, two more king bedrooms provide comfort and privacy, one with a soaking tub/shower combo. The bonus room offers three twin daybeds, and the third-floor hallway includes built-in bunks perfect for kids. Room Details -Primary Bedroom, 2nd floor: King bed, balcony access, ensuite bathroom -Second Bedroom, 2nd floor: King bed, balcony access, ensuite bathroom -Third Bedroom, 2nd floor: Balcony access, ensuite bathroom -Fourth Bedroom, 3rd floor: King bed, ensuite bathroom (shared hallway access) -Fifth Bedroom, 3rd floor: King bed, balcony access, ensuite bathroom with tub/shower combo -Bonus Room, 3rd floor: Three Twin Daybeds -Hallway, 3rd floor: Built-in Bunk Beds Palmetto Pointe includes a washer and dryer, Wi-Fi, TVs, a two-car garage, and parking for up to four vehicles. Guests are just steps from Anna Maria Island Beach and within walking distance to Pine Avenue boutiques, restaurants, and the island trolley. With its rooftop deck, oversized suites, private pool and spa, and prime location near the beach and Pine Avenue, Palmetto Pointe by AMI Locals is the ultimate Anna Maria Island luxury vacation rental. Book your stay today and start making unforgettable memories in paradise! Other things to note No pets are allowed in this home. *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. *The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. Please be mindful of our neighbors during your stay. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.*

Palmetto Pointe! Pool, Spa and Rooftop Views

Sunrise Shore by AMI Locals VPR16-000431 Welcome to Sunrise Shore, your ideal Anna Maria Island vacation home! This exquisite waterfront estate features five spacious bedrooms and three modern bathrooms nestled along a serene canal in Anna Maria. Just a short stroll from the Gulf beaches, charming shops, and delightful dining, Sunrise Shore offers the perfect balance of relaxation, water adventures, and island charm. Enjoy your private saltwater pool, outdoor dining area, and stunning The space Highlights • 3-minute walk to Anna Maria Beach • 5 Bedroom / 3 Bath • 4 King beds, 1 twin-over-twin bunk, queen sleeper sofa • Private heated pool • Outdoor grill and dining • Water views • Dog friendly (with approval and additional fee) • Washer and dryer • 4 Parking Spaces • 2-minute stroll to shopping, dining, and local boutiques on Pine Avenue  Relax outdoors in your tropical backyard, complete with a cozy Tiki hut and comfy lounge area for unwinding in the shade. Or enjoy your private saltwater pool in the front yard, enhanced by a Tiki umbrella and seating that invite you to soak up the island vibe. The pool area also offers water views, lounge chairs, and a dining table for breezy meals. Fire up the grill for a family cookout or sunset dinner. Explore nearby beaches, water activities, and local shops, all within a short walk or trolley ride. The outdoor patios and canal views create an island paradise for relaxing and entertaining Inside, you will find a comfortable, modern interior, designed for relaxation and togetherness. The open layout features a beach themed sitting area with a TV, perfect for movie nights or relaxing after a day at the beach. The fully stocked kitchen boasts stainless steel appliances, a wine fridge, and island seating, making casual meals or special island dinners easy. The elegant dining table seats all your guests for memorable meals and conversations. The main floor features the primary bedroom with a king-sized bed and direct pool access, creating a private oasis. Upstairs, three additional king bedrooms share a hallway bathroom with a walk-in shower, while the fifth bedroom offers a Twin over Twin bunk bed, ideal for kids. The queen sleeper sofa in the living area offers additional accommodations to comfortably sleep extra friends or family members. All bedrooms are decorated for comfort with premium linens and flat-screen TVs. Room Details • Primary Bedroom (1st floor): King bed, direct pool access • Second Bedroom (2 floor): King bed • Third Bedroom (2 floor): King bed • Fourth Bedroom (2nd floor): King bed • Fifth Bedroom (2nd floor): Twin-over-Twin bunk bed • Living Room: Queen sleeper sofa Book Sunrise Shore today and enjoy a luxurious, water-front getaway on Anna Maria Island. With its stunning water views, private pool, outdoor dining, and prime location near beaches and shops, this home offers everything you need for an unforgettable vacation. Reserve your stay now and start creating lifelong memories in paradise! Guest access Please feel free to make your self at home! Other things to note This home is managed by AMI Locals, an Anna Maria Island property management company. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Canalfront with Saltwater Pool, Near Beaches and

🦩Exclusive Amenities Include: • Private Heated Pool & Spa • Canal Front Access & Views • Private Rooftop w/ Incredible Water Views • Multiple Balcony Views w/ Loungers • 5 Bedrooms, 4.5 Baths (Sleeps 8) • Game Room with Ping Pong Table & Corn Hole • Poolside Dining Area & Outdoor Shower • Bikes & 2 Kayaks • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials The space 🌴 Beach à la Mode | Waterfront Beach Escape with Heated Pool, Canal Views, Steps to Bayfront Park & Anna Maria Beaches  💖 Why You’ll Love This Home Wake up to shimmering canal views from your private luxury sanctuary on Anna Maria Island. Relax by the heated pool and spa, dine al fresco under the stars, or take in wide water vistas from the rooftop lookout — all just a short stroll to soft sandy beaches and local dining. This is effortless Florida living with a sophisticated coastal vibe.  👨‍👩‍👧 Perfect For Upscale families, friend groups, and beach lovers seeking luxury waterfront comfort and easy access to Anna Maria Island’s iconic shores.  🎞️ Imagine This Spend your mornings watching boats drift along the canal from your private balcony before heading out to explore the island on one of the complimentary bikes or launching a kayak right from the property. Return home for an afternoon by your private heated pool and spa, then wind down with a glass of wine on the rooftop as the sky glows with sunset colors. Whether you're strolling less than 0.3 miles to Bayfront Park or discovering nearby shops and restaurants, every day invites a new way to experience island living.  🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, Main Floor, TV, Private Balcony • Bedroom 2: King Bed, Ensuite Bath, Main Floor, TV • Bedroom 3: Queen Bed, Ensuite Bath, Upper Floor, TV • Bedroom 4: Queen Bed, Ensuite Bath, Upper Floor, TV • Bedroom 5: Four Twin Beds, Shared Bath, Upper Floor, TV  📍 Explore the Area • 0.3 miles to Bayfront Park – Family-Friendly Beach, Calm Water, Picnic Areas • 0.5 miles to Anna Maria City Pier – Historic Pier with Dining and Water Views • 0.6 miles to Pine Avenue – Boutiques, Cafés, Galleries and Island Shops • 0.8 miles to Anna Maria Beach – Wide White-Sand Shoreline for Swimming and Shelling • 1.0 mile to Bean Point Beach – Quiet, Scenic Beach with Stunning Sunset Views • 2.8 miles to Bridge Street – Dining, Nightlife, Shopping and Waterfront Boardwalk • Easy access to the Free Island Trolley – Quick Trips to Beaches, Shops and Restaurants  ⌛ Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean program, featuring a 6-hour deep clean and 35-point inspection to ensure your stay starts beautifully.  📝 PLEASE NOTE: The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations. Vacation Rental Registration Number VR22-000010.

Beach a la Mode Luxury Anna Maria Island Home

Gone Coastal on Elm – Your Luxe AMI Escape Awaits Welcome to Gone Coastal on Elm, a newly built five-bedroom, seven-bathroom island retreat designed for effortless relaxation and unforgettable memories. Ideally located on Elm Avenue, you’ll be just a short stroll from the soft white-sand Gulf beaches and the charming shops and eateries along Pine Avenue—one of the most coveted spots on Anna Maria Island! Managed by Doreste Properties The space **The Space** Gone Coastal on Elm offers bright, open living with a chef’s kitchen, dining area, and comfortable living room on the main floor. An elevator connects the main living levels, and stairs lead to the rooftop deck for beautiful island views. **Bedrooms** * **Main Floor:** • **Queen** bedroom with ensuite • **Master Suite 1** – King bed, ensuite, private deck * **Second Floor:** • **Master Suite 2** – King bed, ensuite, private deck • **Master Suite 3** – King bed, ensuite, private deck • **Bunk Room** – Two full-sized bunk beds, arcade games, bathroom just outside the bedroom Outside, the lush backyard features a **large pool, hot tub, outdoor kitchen for BBQ prep, ping pong table, and putting green**—the perfect space to relax and play during your AMI stay.

Gone Coastal on Elm - Short Walk to beach/Pine Ave

Sato Real Estate: Island Faces Selling & Renting Island Places The space The minute you walk in the front door at Silver Surf you'll be convinced that you're about to experience the very best of Old Florida island living in one of the finest homes on Anna Maria Island.   This beautiful home on 68th Street, decorated perfectly in understated island elegance, provides the ideal arrangement both for privacy and for the gathering of family and friends in a larger vacation home. One master suite with a private bath is tucked away for privacy on one side. Two bedrooms with baths share a separate split level with their own living space. Yet another section of Silver Surf, with two large bedrooms and an additional niche for twin-over-twin bunk beds for the younger members of your clan, completes the sleeping arrangements.   The open central living area offers the perfect venue for gathering after a day of boating or at the beach. Or, take advantage of the beautiful outdoor living area, wonderfully landscaped and perfectly furnished to provide complete privacy and island comfort by the side of the giant heated pool with a whirlpool spa. Express your culinary talents on the patio gas grill or in the stunning gourmet kitchen.   Luxury and convenience meet here, from top-of-the-line washer/dryer to flat-screen cable TV's in the bedrooms and WiFi connectivity throughout. Silver Surf is just a very short stroll from the most beautiful beach in the country; you'll remember those sunsets for a lifetime.   And when you're ready, hop on your bikes or take a stroll and explore this wonderful island. The best shopping, dining, sightseeing, and all that Anna Maria Island has to offer is just a short walk or ride from Silver Surf, your headquarters for the perfect vacation-a vacation you'll never forget.   **Please note: This property is NOT pet friendly.   PARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.  ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.  "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."  *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.  VRC16-000659

Silver Surf:Stunning Family Home 2 Blocks to Beach

Gulf-View Villa, Swim Spa and Walk to Sandbar

Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more The space Welcome to ISLAND OF PALMS – Your Ultimate Vacation Retreat! Escape to this stunning 5-bedroom, 3-bathroom coastal home, newly designed perfectly for relaxation, comfort, and unforgettable memories. Featuring Hot Tub, Fenced Yard, Games, Putting Green, Heated Pool, and a Pool Room, this nearly 3,000 sq. ft. oasis is located directly across from the bay with breathtaking views of Tampa Bay and the Sunshine Skyway Bridge – ideal for families or groups of up to 12 guests (Bert Harris-approved). Pets are welcome however, We can’t accept aggressive breeds Whether you’re here for a weekend getaway or a longer retreat, Island of Palms offers the perfect balance of luxury, location, and charm. Why You’ll Love It Here: Six furnished decks with pool or bay views to soak in the Florida sunshine and gentle bay breezes. Just 4 blocks to Pine Avenue, home to charming boutiques and top-rated restaurants. Short stroll to the iconic City Pier. Bay beach access is right across the road for convenient waterfront fun. Beach Essentials Provided: Beach wagons Beach chairs Beach umbrellas Baby Essentials Provided: Pack-n-play High chair Baby bathtub Inside the Home: Spacious open floor plan with high ceilings and elegant porcelain tile flooring. Fully equipped kitchen with granite countertops, island, stainless steel appliances, and newly updated finishes. Main level: Two guest rooms (one with twin beds, one with a queen bed and porch access) + full bathroom. Upper level: Two more guest rooms (king beds and two doubles) with balcony access. Luxurious primary suite with sitting area, walk-in closets, private balconies, and spa-like bath featuring a soaking tub and custom walk-in shower. Outdoor Fun & Relaxation: Heated pool surrounded by lush tropical landscaping. Game room + Poker Room Two garages with ample storage. Hot Tub + Outdoor shower after beach days. Extras You’ll Appreciate: Freshly updated with modern amenities including metal roof, hurricane-rated sliders, and updated AC units. Wake up to sunrise views from east-facing porches and enjoy night views of the Skyway Bridge’s sparkling lights. Perfect for Your Stay: With flexible 1–7 night stays, Island of Palms is perfect for family vacations, group getaways, or a relaxing escape by the bay. Don’t wait—book ANNA MARIA Island of Palms now for your next dream vacation! Other things to note The property is fully remodeled and updated with newly designed interior, new kitchen, outdoor kitchen, putting green, new pool heater, fully fenced yard, beautiful designed arts Pets are welcome for $250 nonrefundable pet fee. However, we are unable to accept aggressive breeds

Anna Maria Island of Palms - 5bedrooms POOL Games

The Diamond Star on Anna Maria Island, a beautifully remodeled beachfront home originally built by legendary pitcher Warren Spahn. Enjoy spectacular beachfront views, white sandy shores, and unforgettable sunsets. The house features two master suites, a living room, and a kitchen, all offering magnificent ocean views. Enjoy the private decks, direct beach access, beach gear including kayaks, paddleboards, and more. After a day in the sun, relax with a cocktail in the private pool. The space Welcome to The Diamond Star! Experience beachfront living in the best location Anna Maria Island offers! We invite you to our family home, originally built by my grandfather, legendary left-handed pitcher Warren Spahn, affectionately known as “The Diamond Star.” Marvel at uninterrupted beachfront views, white sandy shores, turquoise waters, and stunning sunsets — just a glimpse of what awaits at The Diamond Star! Our beachfront house combines all the comforts of home with the luxury of an unforgettable beach retreat. While TVs are available throughout the house, who needs them when you can enjoy magnificent ocean views from both master suites, the living room, and the kitchen? Savor a sunset dinner on our private decks or wander down our exclusive path to the beach for endless fun in the sun. Relish your morning coffee with a beach stroll, or dive into activities like snorkeling, kayaking, paddleboarding, flying kites, or building sandcastles! Keep an eye out for dolphins and manatees frolicking in the waves! We also provide most beach gear, including kayaks, paddleboards, boogie boards, beach chairs, coolers, towels, kites, sunshades, sand toys, and a handy push/pull cart for transporting everything to the beach. After a sun-soaked day, unwind with a cocktail and watch the breathtaking sunset from the beach or our private deck. Head to the sandbar for appetizers, dinner, and drinks as the sun dips below the horizon. And don’t forget your camera for family photos! Our charming 5-bedroom home features 4 king beds and two sets of bunk beds, with each bedroom boasting its own full bathroom. Newly furnished in 2025, the house provides ample space for family fun — whether it's playing board games, starting a puzzle, or enjoying a movie night! Embrace outdoor cooking on our grill while engaging in yard games or taking a refreshing swim in the pool. We offer cornhole, ring toss, bocce ball, and a giant Jenga set for your entertainment! Our kitchen is fully equipped with everything you need to prepare family meals, and we even have a highchair for the little ones! The Diamond Star offers super-fast (free) WiFi that extends throughout the inside and outside of our home! Please note the following house rules: - **No animals of any kind** are allowed in our home due to family allergies—no exceptions. - **No smoking or vaping** of any kind is permitted in or on the premises. - **No parties or events** are allowed. - The city of Anna Maria enforces a **strict noise ordinance**; quiet hours are from 10 PM to 8 AM. - The **minimum age of the primary renter** is 25 years old. - ***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, the city may fine you. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone. For your safety, we have exterior-only video cameras on the premises. However, the cameras are turned off during tenant stays.

New Listing! Beachfront! 2 Masters w/Ocean Views!

Recently renovated, C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage of the easy canal access from the dock in the backyard. Spend your nights out on the lanai where you will find plenty of seating for leisure. The space Recently renovated, C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage of the easy canal access from the dock in the backyard. Spend your nights out on the lanai where you will find plenty of seating for leisure or dining or take a dip in the private heated pool. There's even a half pool bath for your convenience. This 5 bedroom/3.5 bathroom home comfortably accommodates 10 people with the open concept and split-floor plan. It’s perfect for a large family or multi-family.  The primary bedroom features a king-size bed, flat screen TV, and ensuite bathroom complete with walk-in shower and jetted tub. Adjacent to the primary bedroom you will find the two guest rooms sharing a full-size bathroom and can be closed off with the pocket door for privacy. On the west side of the home, you will find the other guests rooms which can also be closed off for privacy. These rooms share a full-size bathroom and are equipped with flat screen TVs as well. But, it doesn’t stop there! This home also features a full-size washer & dryer with a mini fridge in the laundry room, half bath pool bathroom, BBQ Grill, beach cart with beach equipment and WiFi throughout. This is truly a home away from home intended for you to enjoy your vacation and everything the island has to offer all while memories are being made.  Cancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply.   The property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.  With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following:   Per Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach Towel Per Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath Mat Per Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels  We also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc.? These are available for a small additional fee and will be waiting in the home on your arrival.  This unit comfortably accommodates a group of 10. Parking is limited to 4 vehicles.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Guest access Door codes and access details will be provided three days before check in. We will also send you a reminder text on the day of arrival so you will have the important details at your finger tips.

Canal - C-View by SeaBreeze Vacation

Casa Del Mar by AMI Locals TPL22-000060, DWE5105473 Welcome to Casa Del Mar, a stunning three-level coastal home offering five spacious bedrooms and five bathrooms, perfect for family vacations, group getaways, or reunions by the sea. Located just a two-minute walk to Bradenton Beach, this vacation oasis boasts a private pool, hot tub, and a rooftop deck with sweeping views of the Gulf. From sunrise coffee on the balcony to sunset cocktails on the roof, this home offers the perfect setting to The space Highlights • 2-minute walk to Bradenton Beach • 5 Bedroom / 5 Bath and Loft • 5 King Beds, 2 Full-over-Full Bunk Beds • Rooftop deck • Private heated pool and in-ground spa • Outdoor shower • Grill area • Indoor and outdoor dining spaces • Dog friendly • Washer and dryer • 4 Parking Spaces Step outside to your private backyard oasis, where a sparkling pool and in-ground spa invites hours of relaxation. Lounge in the sun, cool off with a refreshing dip, or gather around the outdoor dining table for fresh seafood on the grill. After a beach day, rinse off in the outdoor shower, then head up to the rooftop deck to take in panoramic views of the Gulf. Whether you’re watching the sunrise with coffee or enjoying sunset cocktails, the rooftop deck will be one of your favorite places to unwind. Inside, the open concept living space features large windows and plush sectional seating perfect for movie nights or family conversations. The gourmet kitchen is fully equipped with stainless steel appliances, generous counter space, and a kitchen island ideal for snacks or morning coffee. Share meals at the indoor dining table or head outside to enjoy fresh air and tropical views from the outdoor dining area overlooking the pool. This home features five beautiful bedrooms, each with a king bed, TV, and a private ensuite bathroom. The primary suite on the third floor includes a private balcony with Gulf views and a luxurious bathroom with a double vanity and walk-in shower. The loft offers a full-over-full bunk bed, perfect for kids or additional guests. Room Details -Primary Bedroom (3rd Floor): King bed, TV, private balcony, ensuite bathroom with double vanity and walk-in shower -Second Bedroom (3rd Floor): King bed, TV, ensuite bathroom with walk-in shower -Third Bedroom (3rd Floor): King bed, TV, ensuite bathroom with walk-in shower and full-over-full bunk bed -Fourth Bedroom (2nd Floor): King bed, TV, balcony access, ensuite bathroom with walk-in shower -Fifth Bedroom (2nd Floor): King bed, TV, balcony access, ensuite bathroom with shower and tub combination -Loft: Full-over-Full bunk bed Casa Del Mar is equipped with Wi-Fi, TVs, a washer and dryer, and premium linens for a seamless vacation. The home’s dog-friendly policy (with host approval and fee) allows you to bring along your four-legged family members. With its prime location near Bradenton Beach, shops, dining, and the Anna Maria Island trolley, this home combines convenience with luxury. Book Casa Del Mar today and experience one of the finest vacation rentals on Anna Maria Island. With elegant design, unbeatable location, and everything you need for the perfect coastal escape, your dream island getaway starts here! Other things to note *Please note elevator is not in service *Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. With host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. *The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. Please be mindful of our neighbors during your stay. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.*

Private Home, custom Pool and Spa!

Under the Sun by AMI Locals VR22-000075 Welcome to Under the Sun! This five bedroom, four and a half bath Anna Maria Island vacation rental blends modern luxury with laid-back island charm. Just a two-minute walk from the white sandy shores of Anna Maria Beach, this home invites you to relax in style with a rooftop deck, private pool with spa, and multiple balconies, perfect for enjoying Gulf breezes! The space Highlights -2-minute walk to Anna Maria Beach -5 Bedrooms / 4.5 Bathrooms -4 King beds, Full over Queen bunk -Rooftop deck -Private pool with in-ground spa -Balconies with outdoor seating -BBQ grill -Outdoor dining -Washer and dryer -4 Parking Spaces From sunrise to sunset, Under the Sun offers endless ways to enjoy Florida’s Gulf Coast. Start your morning with coffee on a private balcony, lounge by the heated pool, or gather on the rooftop deck for panoramic views of Anna Maria Island’s unforgettable sunsets. The covered patio with dining space and BBQ grill makes outdoor living a breeze, while the spa ensures relaxation after days spent on the beach. Inside, the open concept living area greets you with plush seating, TV, and coastal décor. The gourmet kitchen features appliances, ample counter space, and all the cookware you’ll need for homemade meals. Whether dining at the large indoor table or alfresco on the balcony, you’ll find plenty of space to gather with family and friends. The primary suite is a tranquil escape with a canopy King bed, ensuite bathroom, double vanity, walk-in shower, and a private balcony. Three additional King guest rooms feature stylish décor, TVs, and two with ensuite baths. The fifth bedroom offers a bunk with a Full-over-Queen setup and its own ensuite bathroom with a shower/tub combo. A half bath and laundry add convenience for longer stays. Room Details -Primary Bedroom: King bed, balcony, ensuite bathroom with double vanity and walk-in shower -Second Bedroom: King bed, balcony, ensuite bathroom with walk-in shower -Third Bedroom: King bed, ensuite bathroom with walk-in shower -Fourth Bedroom: King bed -Fifth Bedroom: Full over Queen bunk, ensuite bathroom with shower/tub combo Under the Sun offers the ultimate Anna Maria Island luxury experience, just steps from the Gulf. Spend your days swimming, sunbathing, or exploring Pine Avenue’s boutique shops and restaurants, then retreat to your private oasis for evening cocktails on the rooftop deck. Whether you’re planning a family reunion, couples’ getaway, or friends’ vacation, this home delivers an unforgettable blend of comfort and coastal elegance. Reserve your stay at Under the Sun today and start making lifelong memories on Anna Maria Island! Other things to note This property does not allow pets. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Under the Sun! Rooftop Deck, Pool and Spa!

211 Chilson Ave, Anna Maria, FL 34216 1 Block to the Beach! On a Canal! 5 Bed / 3 Bath 3 Kings, 2 Sets of Twin over Twin Bunks, Full over Queen Bunk Heated Pool In Pool Loungers Outdoor Shower Boat & Fishing Dock Pool Table, Ping Pong, Giant Jenga Game & Cornhole Hammocks Grill Poolside Tiki Hut with Lounge Furniture & Patio Dining Washer & Dryer WIFI Sonos Sound System Indoors & Outdoors Large Capacity Ice Maker (in garage) Beach Towels, Chairs, Wagon Parking for 5 Cars The space Up your vacation game and take relaxation to the next level at Once Upon A Tiki. Our five bedroom, single level home has everything you need for the beach vacation of your dreams.  The open design and beachy decor of the living room is the perfect gathering place while the chef in the family creates a meal in the fully equipped kitchen. With counter seating at the center island for five and a dining table for eight, everyone will have a place to dine. Patio doors on each side of the home provide natural light throughout the home with access to the outdoor spaces.  The master bedroom features a king size bed, en-suite bathroom and access to the backyard and pool through patio doors. Two of the additional guestrooms also have king sized beds and one has an ensuite bathroom. The kids in the family will love the bunk rooms, one with two sets of twin over twin bunk beds and the other with a set of full over queen bunk beds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WFI and enjoy all of the comforts of home, including a washer and dryer.  Step outside and take in one of the largest backyards in Anna Maria! With a sparkling pool with in-pool lounge chairs, large sun deck, covered tiki hut with hammocks, patio lounge furniture and patio dining and back lanai with lounge furniture and TV. The outdoor fun never ends! A pool table, ping pong table, and cornhole set will provide endless fun for your family.  Once Upon a Tiki is located on one of Anna Maria's beautiful canals. With a dock for fishing and Adirondack chairs for watching the world go by, you may even be lucky enough to see manatee and some of the beautiful wild birds that call the island home.  Once Upon a Tiki is easy walking distance to many shops and restaurants, and less than a block to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!  Bedroom 1: King, Ensuite Bath, TV  Bedroom 2: King, Ensuite Bath, TV Bedroom 3: King, TV Bedroom 4: 2 Sets of Twin Bunks, TV Bedroom 5: Full over Queen Bunk, TV  Please note: Pets are not allowed in this home. Amenities are subject to change. Dock measures 25'.  DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.  You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.  VR16-000452 Other things to note Please make sure to review the cancellation policy for your reservation.   AirBnB offers travel insurance which can be added to your reservation. Travel insurance is strongly recommended to help protect your vacation investment in the case of unexpected circumstances.  Please note the item ""Cleaning Fee"" includes the following:  Cleaning Fee Linen Fee Administration Fee Security Deposit Waiver Fee  Also, the item ""Service Fee"" is a fee charged by AirBnB. This fee helps them run their platform and gives them ability to offer different services such as 24/7 support during your trip."

505 S Bay Blvd Bradenton Beach, Florida

$264,489

Annual Revenue

Investment Value Over Time